New! Simpering Secretary

By Priscilla Bouffant

An erotic tale of a no-nonsense business lady who re-trains a male secretary, to more suit the image his auntie and cousin think he should have.

*note: Annabelle is currently formatting the page for your pleasure, but the story is complete. Please overlook sporadic the spacing issue. My apology to my my love Priscilla. 

Chapter I: Training Begins

      Charles Brightly checked his watch. The college library would be open 15 more minutes. He was enrolled in a 2-year, Associates Business Degree program. Charles had nearly completed the 1st year. His Aunt Alicia Mannerly, and Cousin Phyllis Mannerly, told him it was either secretarial training or a formal education in the Beauty Arts as an apprentice hairdresser in a posh hair salon.
     He had cringed. These two ladies were always attempting to somehow emasculate him. Whether it was buying him unisex clothing (which he wore, of course). Or, taking him to the same posh salon for hair, facial and nail care, they were determined for him to appear in public as an effeminate dandy.
   As it were, the Business Associates degree would fit in with their plans. For Charles was to be employed at their family owned deluxe, executive properties, real estate agency, Mannerly Luxury Estates, as an “Administrative Assistant”. Which of course meant he’d be ensconced as Auntie’s secretary, and in Auntie’s absence he would cater to his Cousin Phyllis’s whims.
     Of course, any time Charles wanted to escape their clutches he was free to say, “No,” and move into his own apartment, and leave the luxurious trappings of the beautiful Mannerly estate. But, he never did.
     Charles was just gathering his books, when the sultry female voice asked, “Charles. Have you been trying to avoid calling me? I can’t help but believe you have been ignoring me Charles. I know I gave my number to both Alicia and Phyllis over a week ago,” said Claire Danforth. Claire was a thirty-five-year-old executive with a financial solutions firm, and a Pro Bono, Retirement Investments instructor at the college.
     Claire was more than 10 years older than the 24-year-old Charles, and infinitely more assertive and self-assured than the milquetoast. Phyllis and Alicia had taken her course and spotted her as the ideal female to take Charles in tow and groom him for his future as a secretary, and eventual, dutiful, housekeeping spouse. Charles looked up, into Claire’s eyes and wanted to faint. Charles was a little over five feet nine inches tall, and very likely only weighed a slender 150 pounds or less. In her four-inch-high heels with her wavy black hair in an upswept chignon, the 5 feet 10-inch-tall Claire, towered over Charles and very likely appeared to be 6’3” in height.
    It was very nearly too much for Charles to take. Add in that Claire had just re-done her makeup in a severe look, with vivid red lipstick and smoky eye shadow. She pursed her lips and glared at the intimidated Charles. “Well Charles, I’m waiting patiently, though not for too very long. What do you have to say for yourself? Claire demanded.
    Charles could only stammer and simper meekly, “Well, ma’am. I’m not certain. Could we go outside and discuss this? The library is closing.” As Charles, held his books in front of him, in what was a comical, girlish fashion even for a sissy, Claire nodded. Then she linked her left arm with his right arm, and practically drug him out the entrance to the library.
     Once in front of the library she remained standing as Charles did, and said, “Well. I digress. Again, dear, what do you have to say to me?” Claire asked, making sure she stood quite straight, to continue to appear much taller, as well as stronger than Charles.
    “I am really very sorry ma’am. I did mean to call you Ms. Danforth. But with final exams to end my first year here, I was just swamped. How could I please make this up to you? Please, I beg of you Ms. Danforth. Let me rectify my indiscretion,” Charles pleaded girlishly.
     “Of course, my sweet thing. First, call me Claire, or if you prefer, Ms. Claire. Secondly, darling, you can be ready for me to pick you up, 6:30 PM this coming Friday evening. You’ll be out of school for the summer months. I’ll take off from work early. We’ll have drinks, dinner, and go to my new, luxurious home, for a romantic movie and some snuggling,” she smiled.
     “Well yes. That what be perfect. Auntie doesn’t have me scheduled to start work at the agency until the following Monday. I would love to accompany you, Ms. Claire,” smiled the unsuspecting Charles.
     As Charles took his leave, Claire dialed her cell phone to speak to Charles’s cousin, Phyllis. “Hello, Phyllis darling, it appears I’ll be picking up my best, new girl, Friday evening at 6:30 PM. Let your mother know I will be keeping Miss Charles with me until early Sunday evening,” said Claire as she listened to Phyllis’s commentary.
    “Yes, I thought you’d be pleased that Miss Charles would be mine, all mine, for two full days. Yes, you and mother may femme her up, for the date, all you desire. As far as I’m concerned, the more girlish, sweet and weakened she feels the better,” laughed Claire.
     “One more thing darling. When you and Mummy would dress her all pretty and girly, what name did you give her? Oh, my gracious! You called her numerous? But she appeared to favor Charmaine, though you preferred Chantelle? Oh dear, how preciously emasculating!” That is to die for Phyllis!” Claire exclaimed.
     Friday evening came much too soon, for our dear, “Miss Charles.” Indeed, Charles felt silly, weak and effeminate, as he posed in the mirror, just prior to Claire’s impending arrival. Auntie Alicia and Phyllis, had done their level best, to be certain Charles felt and looked as un-masculine as humanly possible.
      Indeed, as they were experts in the emasculation department, especially where Charles was concerned. Thusly, they had proceeded to outdo themselves. Charles wore sexy, satiny, snug, white, ladies’ briefs. The briefs and the tight dark, gray, ladies slacks he wore, exaggerated the roundness of his hips and buttocks.
     Charles had become concerned of late, that both his buttocks and chest had only recently become more pronouncedly female. His slight, but growing, “boobs” were very distressing. He had seen his cousin, and auntie’s Gynecologist, who had given him some cream to help with the itching and irritation, the “boobs” were giving him.
    Indeed, the cream did work to alleviate the discomfort but had done nothing to stop the unexplained “growth spurt.” Presently he wore a white camisole under his cream colored, Peasant blouse, to hide the obvious growths. Over his pretty, peasant blouse, he wore a darling, black bolero jacket with red trim. His footwear was a pair of, inch and a half patent leather pumps, with bows on the toes.
     His aunt and cousin, insisted that Claire Danforth, “adored” males who weren’t afraid to express their feminine side. So additionally, they really went all out with Charles’s face, nails and hair. He usually wore his shoulder length hair in a ponytail, but not this evening.
     No, instead the ladies had set his hair the evening before and he’d spent that long evening sleeping in rollers. Also, he’d spent the entire day, mincing about the residence, with his lengthy locks up in those same rollers. His brows had been thinned, and penciled, his lips were coated in waxy white lip gloss and his nails were done in a clear lacquer.
     His hair had been brushed and teased into a very fluffy, exaggerated Dutch braid, with a high, curled pompadour lift, above his forehead. He stood his ground though, when he refused to allow the women to make him wear perfume and considered that a victory. Phyllis and Auntie Alicia were very amused.
     Claire really made over him when she arrived and loved it when his aunt handed him a bright red, beaded “clutch” which she explained contained a compact, and some lip gloss. This meant Charles had no money whatsoever and would be completely at the mercy of his date and benefactress, Claire.
    Claire went so far as to assist him into the front seat of her Mercedes Luxury Sedan and fastened his seat belt for him. She allowed her breasts to brush against him and for Charles to inhale her expensive perfume. At the restaurant, Charles cringed as the hostess said, “So very nice to see you Ms. Danforth. I have your favorite table ready. Come this way ladies.”
     “Ms. Danforth you always look so nice, and you are always with such a pretty young lady,” said the waitress when she brought the menus.
     “Thank you, Ellen. Just one menu. I’ll order for her. She’s watching her waistline,” smiled Claire, nodding towards Charles, who by now was blushing.
     “The hostess and waitress both think I’m a female. What should I do?” Charles whispered.
     “Well that’s why I went along with them. There is really nothing wrong with them thinking you are a girl. Besides, I think you look absolutely lovely, darling. Charles, your aunt and cousin made no secret that they had to rein you in, through petticoat discipline. Initially your father, and then your mother abandoned you. Naturally you acted out,” smiled Claire to Charles’s shock and surprise.
     “Please, don’t be upset darling. I think it was wonderful they loved you enough to castigate you properly. I let them know I simply love males that have a well-developed feminine side,” Claire announced.
     I find it charming. That’s why they, and I, felt we were a very good match, Charles. So, relax and go with the flow. Did they have a name they called you when they dressed you up? A sort of favorite name you enjoyed?” Claire asked.
     Charles demurred and relaxed and then whispered, “They called me several different names over the years. One name was Charlene. There was Charlotte and Chantelle. The one I always felt most comfortable with was Charmaine,” Charles added.
     “Then for the sake of the wait staff, why don’t we use Charmaine for the rest of the evening, darling?” Claire asked.
     The rest of the dinner went well. The couple then drove to Claire’s lovely manor home for “drinks and snuggling” as Claire had suggested. Charles was surprised when Claire informed him, she wouldn’t be returning him to his aunties’ home until Sunday evening.
     He was also miffed, that she continued to refer to him as “Charmaine” even after leaving the restaurant. “Let’s go to my room and we’ll both change into something comfortable, Charmaine dear. Then we’ll watch a romantic movie and snuggle in the very intimate den,” suggested Claire with a wink.
    Charles was nervous that Claire might see his “boobs” when he undressed. He decided to explain to Claire about the “harmless growth” on his chest and be done with it. Claire acted as if a growth of girlish breasts in a 22-year-old male could be normal.
    “Charmaine darling, it isn’t anything to be ashamed of. Many males reach puberty and beyond with some female characteristics. Now don’t be shy. I think you now should strip to your panty and let me get you into a nice nightgown and heels. Then we’ll get your hair fluffed prettily and fix your lips,” Claire added.
     “Charmaine, precious, have you ever kissed a woman when your lips and her lips were coated in rich, creamy red lipstick? If you have not then you are in for a real treat this evening, my kitten,” smiled Claire as Charles stood nearly naked, wearing only his satin, ladies’ briefs.
     “Now I want you to raise your arms so as I can slip this pink nighty over your head. That’s a dear, Charmaine. Now step into those lovely high heeled Marabou slippers. Oh, that’s so delightful darling! Let’s see you walk in those dear,” giggled Claire.
     “Oh my, and what an ever so dainty mince, lovey. You haven’t lost your touch at all. How long has it been since Auntie Alicia had you in a nice pair of high heels, Charmaine? Auntie did teach you well, didn’t she, pet?” Claire asked, nearly, mockingly.
     “Over to the vanity, kitten. I want to unpin and fix your hair,” ordered Claire as she pointed to the vanity bench. Charles minced over and seated himself, with his shoulders thrown back and his tiny boobs thrust out. He folded his manicured hands in his lap.
     Claire took down the sissy’s Dutch braid and noted with glee, the waves the braided hair had created. She brushed the hair to Charles’s shoulders, before pinning it off to the side with a jeweled barrette. She sprayed his locks carefully before having Charles face her.
     Charles was nervous as she used a tube of lipstick to color his cheeks. Once the lipstick was on his face she smoothed it out with her fingers, blending it in, to give him a “blushing” look. She used mascara to enhance his eyes before she had him pucker. Charles shook nervously and began to blubber.
     “Oh, please no Ms. Claire. Don’t put lipstick on me? Please, I don’t want to be a girl ever again. I’m not a girl. I’m a boy,” Charles mewled.
     “Now Charmaine, do not be difficult. I can just as easily turn you over my lap and spank you just as Auntie Alicia would. Now pucker those pretty lips. You are not a girl just yet and you will never seriously, be a boy, ever. You are a sissy. Do you understand that, Charmaine? You are a prissy sissy,” pronounced Claire.
     “Now dry those eyes. Very good. Now I’ll fix your mascara just this once. If you ruin your pretty makeup again, I will spank you. I can promise you that. Now pucker up so I can fix your lips, precious,” Claire smiled as she coated the sissy’s mouth with creamy, rich, red lipstick. Then Claire did her own lips.
     Taking her newly feminized sissy by the hand, Claire walked him daintily into the den where she seated him. She turned on her Blu-Ray and they began to watch a lesbian love story. She had her arm around the sissified Charles who just simply melted into her bosom as the movie progressed.
     By the first lesbian love scene, Claire was passionately kissing her sissy-boy, hungrily, on his pretty painted mouth, her tongue darting in and out. The sissy, Miss Charles, was overwhelmed by it all. As their lipsticks blended and Miss Charles liquefied into Claire’s sturdy arms, the sissy cooed helplessly as Claire increased her attentions.
    “Come with me sissy. Come to my boudoir, where we can give each other our undivided attentions. Come along. I’ll show you the wonders, which becoming my best girlfriend, can bring, pet,” Claire added as she pulled the sissy to his feet and practically drug him along to her bedchamber.
     Miss Charles was helpless to resist. Whether he was Claire’s sissy, or her girlfriend no longer mattered. He was under her spell. She was strong, assertive, mothering, and firm. She was everything Auntie Alicia was. She was perfect for Miss Charles. Wherever Claire would lead this sissy, he would follow.
     Charles was pushed to the bed, and Claire quickly removed his Marabou’s and panty brief. His not so big cock sprung to attention. Claire noted it was a “manageable” size. If she wanted something very big inside of her she had dildos and vibrators. Miss Charles’s breathing was soft, sultry and feminine at this point.
     Claire stripped to the buff, and lastly pulled the sissy’s nightgown off, being careful not to muss the prissy hairstyle she’d given him. Smiling down at her “Charmaine,” Claire crawled across the king bed and encircled her prey into her arms and kissed “Charmaine” vehemently. Charmaine withered
     “Oh my, my little girly boy, I think I’ve made you excited, haven’t I? I’ll just take some of this lubricant and put it on your penis and inside my pussy,” Claire smiled as she took some sex-lube from the bedside night-stand.
      “Oh, Ms. Claire, this is just so nice and sexy. I’ve never been with such a gorgeous, demanding woman as you, in my life. Oh please Ms. Claire, please take me?” Miss Charles begged girlishly.
     Indeed, Claire mounted the sissy’s cock and slowly lowered herself down on top of Charles. “Now pet, you just lie there like a good sissy, and let Mistress Claire, take you to places you have never been, angel,” Claire said demandingly as she began to thrust and squeeze her pussy upon Charles’s erect cock.
     Charles whimpered like the sissy he was and could barely contain himself. The only sexual pleasure he’d ever had, were the occasional “milking sessions” given him by Auntie Alicia and her daughter, Phyllis.
     Of late Phyllis had loved performing a “milking” after the evening meal and before Charles was made to clean the dining room and kitchen. She would take him to his room, with Phyllis still dressed sexily from her day at the office.
     She would make Charles lay on the bed, pants down and smile at him as she cooed to him about his “rough day” at school and how she, Cousin Phyllis would make everything better for him.
     Charles was so deeply into being a sissy mommy’s boy that anything these ladies suggested to him he did without even thinking about how demeaning these practices might be. After he would squirt the sperm passionately into Phyllis’s hands, he would then use his tongue to lick her fingers clean.
     “That’s it my naughty sissy. Lick that nasty sissy cream off of my pretty fingers. That’s a good girl Missy Charles,” Phyllis would taunt.

The Very Glamourous Cousin Phyllis


     Now as Claire rode up and down on his penis, the virtual virgin, Miss Charles could hardly contain himself. “Oh, Ms. Claire, I’m afraid I’m about to spunk ma’am!” Charles exclaimed.
     “Very well then. If you must spunk little sissy boy, I think you should just go ahead and spunk. You can lick my puss clean when you service me with your mouth dear. All in good time, my honey,” Claire teased as Charles arched his back in an obvious climax.
     Charles did indeed nearly faint. He was overcome with emotion, from his first real orgasm having sex with a real live woman. He could hardly believe what happened. Claire let him rest while she tutted to him prettily.
    “Now down between my legs, my pretty, little lady. That’s it Miss Charmaine. Be a good girl for Mistress Claire and make me happy. I’m going to instruct you in how to properly clean sperm from my puss and how a real lady like me enjoys having an orgasm,” Claire added as Charles began to lick and lap Claire’s pussy.

The Domineering Ms. Claire Danforth


     “That’s just perfect my dearest little Charmaine. Oh yes dear. We are going to have just a lovely weekend and a very satisfying future relationship together. I do hope you enjoy housework and being beautiful, as my plans for you include both those things, my dearest, darling. That’s a girl, what a fine little pussy licker you will make!” Claire purred, as she lay back to enjoy some well guided, oral sex.

Chapter II: A Lovely Saturday at the Hair Salon

     Miss “Charmaine” had spent the evening snuggled, peacefully, in his new Mistresses’ arms. She awakened him, to inform him, he was to put on an apron, panties, and heels and cook breakfast for both of them. As always Charles/Charmaine did as he was instructed. Especially, when the orders came from a female. When he was informed that after breakfast they were heading for a day of “beautification” at the hair salon, Charles got different ideas.
     Charles had always disliked it when Auntie Alicia or her daughter, Phyllis had taken him to their hair dressers. He shivered slightly recalling the very first, short, permed, “do” he’d been given by “Mr. Percy” during a trip to the beauty parlor with auntie, prior to attending his junior prom.

Charles with a Permed “Wedge” for His Junior Prom


     Getting a perm for the first time was bad enough, but the light, blonde, hair color, Mr. Percy gave him, was just indescribably “girlish.” Though the girl he took to the prom “adored” his cute hairdo, Charles did get some very strange looks from the boys there. Many other girls, in addition to his date, also complimented him.

The Lovely Auntie Alicia at the Salon Checking on Charles’s Progress


     During another visit to the salon, right after Charles’s graduation, he recalled not quite liking at all, the way “Mr. Percy” fussed so girlishly, over him. It was quite creepy being touched and petted so intimately by Mr. Percy. Worse yet, Charles disgustingly became very sexually aroused by Mr. Percy’s familiar attention to him.

Charles winks cutely, as Mr. Percy combs out his Pouf, Wedge Perm


     Additionally, on this occasion, the perm he was given was even more effeminate than the previous perm and this time Mr. Percy gave him golden blonde highlights. Charles had to wear his hair is this sissified style for the entire summer.
     The perm really didn’t grow out until the second semester of this, his first year of college. His hair now touched his shoulders, but auntie wouldn’t allow him to get it cut. He took the option of wearing it, in a ponytail, though sometimes Phyllis styled his hair where the ponytail stood girlishly tall at the top, back of his head.
     So, a trip to the salon, today, even with Ms. Claire, was out of the question. He would let Claire know after breakfast. Of course, after preparing two breakfasts, and then imbibing, Charles was supervised by Ms. Claire, while he cleaned the kitchen and dining areas.
     It wasn’t until they had returned to Claire’s boudoir that Charles became even more surprised. The clothing Claire began to lay out for him, to wear to the salon, was about as girlish and feminine as it possibly could be. Nothing unisex about a skirt, blouse and two-inch-high heels!
     “Claire, I am not going to the salon today, and I’m not wearing the women’s clothing you are laying out for me. Now, give me the apparel I wore yesterday evening and take me home. What is so funny Claire?” Charles asked, none too convincingly.
     “You, are so funny, Miss Charmaine. Look at you. You are still wearing an apron, panties, and high heels. Plus, your hair is fixed in a teased, ‘do’ and pinned to the side with a jeweled barrette. So, are you seriously going to tell me what to do? That’s rich,” Claire said as she walked into her attached bath.
     “The clothing you wore last evening, is in the dry-cleaning hamper. My house girl will deal with it Monday. You on the other hand will wear what I provide for you, young lady. So, stop acting like a fussy little sissy,” Claire chided.
      She returned from her bath, and strode confidently towards her sissy boy, then raised her left hand as if to slap him. Charles took the bait and ducked, submissively. Instead of striking him though, Claire grabbed him around the waist and pulled him to her.
     She kissed the frightened pansy on the mouth, forcefully. He hardly resisted. Then with the loaded syringe hidden in her right hand, she injected a tranquilizer into his hip. Charles felt the prick all too late.
    “What did you just do? Oh, my goodness, what did you inject me with, Claire?” Charles simpered.
     “Nothing dangerous darling. Just something to relax you and calm you down. Just sit on the bed. You are being so hysterical and needed to be sedated so I might restrain you. I fully intend to convince you to dress prettily for me and come to the beauty parlor and keep the appointment we made for you,” Claire smiled.
     “What do you mean, restrain me. You said we? Who made the appointment and why do you want me to dress as a girl? I don’t want to dress as a femme. I feel just a little faint, dizzy and sleepy,” Charles added, confused.
     “Well your auntie and I made the appointment. Charles, heaven knows I adore you as a sissy, but your auntie and I decided you’d make a very pretty girl both in her office and as a housewife for me. So that, is that honey. A girl you will be. Especially after we make love tonight. You will definitely know what it is to be a girl, after our intense love making, my darling,” Claire smiled.
     “Okay Charmaine. Getting sleepy? That’s good honey. It takes about 15 minutes for the medicine to work. Let me get you undressed and all tied up and fastened helplessly, and secured nicely,” Claire smiled.
     “When you wake up, Claire will give you a good old-fashioned stropping with her belt. That should convince you to behave like a good girl should,” laughed Claire as Charles drifted off momentarily, for the very last time ever again, as Miss Charles.
     “Charmaine” finally came to, face down on the four-poster bed, tied with scarves, and spread-eagled to the four posts. Underneath her abdomen were two fluffy pillows, to raise her buttocks to the correct height for proper corrective measures.
     She was very frightful and tried to voice her displeasure but found the penis gag in her mouth wouldn’t permit that. Claire seated herself on the bed beside Charmaine and petted her sissy’s face and played with her pretty hair.
     “Hi honey. Are you awake? Can you feel this pinch? Oh, yes, you did feel that. It hurt didn’t it? Well good. I don’t want to warm up your butt with this expensive leather belt if you will not be able to understand just how much we want to turn you into my girlfriend, Charmaine,” said Claire, sweetly.
     “Now, whether you like it or not, you are never, ever, going to go by any name other than Charmaine, ever again. No more Charles, do you hear me? Charles is gone. Charles has disappeared. Now please understand, if you had quietly and agreeably worn those ladies’ clothes, you wouldn’t be getting punished. You do get that don’t you Charmaine?” Claire asked.
     “If you had just simply got dressed and flounced off to the salon with me, we wouldn’t be doing this. Don’t think of this really as a reprimand. Think of it as an incentive to behave in the future. Okay? I’m going to give you a few nice strops, and just make your butt pinkish. Then I’ll take that rubber penis out of your mouth and ask you what you want to do. Do you agree Charmaine?” Claire grinned at the look of amazement on her wide-eyed sissy’s face.
     The first three stripes with Claire’s leather belt, had Charmaine squealing frantically through the gag. Claire smiled prettily and hungrily, as drool, and spittle flowed freely around the penis gag. Claire did feel a slight pang of guilt as she watched tears emitting from Charmaine’s big, brown, eyes.
     Claire decided to land, one more two-handed swat, with the wide leather belt, upon the sissy’s right thigh. It was quite effective. Charmaine demonstrably arched her back and her buttocks rose up as far as Charmaine’s bindings would permit.
     The bound sissy girl gave an audible gasp and seethed visibly as more slobber and sputum secreted from her muzzled mouth. Now the sissy sobbed openly as large tears streamed down her cheeks. The sissy laid her head on its right side, upon a pillow, and whimpered pitifully.
     Claire sat on the side of the bed. She smiled as she laid the thick leather strap next to a pillow and in full view of Charmaine. Taking a heavily scented, perfumed hanky, Claire wiped the side of Charmaine’s face and dabbed the tears from her eyes.
    She also wiped the spittle gently away from Charmaine’s restricted lips. Petting Charmaine’s head and tousling her pretty locks she clucked. “Charmaine my pretty, prissy, sexy, girl. This does not have to happen. All you need to do, is accede to my demands, dress pretty for me, and accept the fact that the ladies at the beauty parlor are going to feminize you,” Claire winked.
     “Now I’ll remove your penile gag and I expect to hear you tell me that you want to become my very special, sissy girl,” smiled Claire as she unclasped the fastening behind Charmaine’s head, which was holding the penis gag so tightly in her mouth. More slobber dripped forth as the gag was removed.
     Claire gently used a warm wash cloth to sooth Charmaine’s face. She would soon massage a soothing moisturizer into Charmaine’s tinted buttocks. Claire had perfected the “carrot and stick” approach with numerous females and a sissy or three. She was a skillful mistress and knew what she was doing.
     Charmaine shuddered and took a deep breath. Still sobbing somewhat, she simpered with quivering lips. “Oh, my Mistress I am so very sorry I misbehaved. Please don’t discipline me any longer? I will be good and dress girly for you. I am just so very frightened about how feminine I might become under your tutelage. Please give me another chance to please you ma’am?” Charmaine pleaded submissively.
    “Well now that is better. That is what I want to hear. What remains to be seen, however is how sincere a supplicant you really are willing to become? Let’s get you into the shower and wash all that nasty body hair down the drain, my sissy girl,” said Claire as she kissed her muddled aspirant, very forcefully on her lips.
   A hairless sissy soon minced from the hot shower still wearing a bathing cap. Claire toweled her off and had her apply scented moisturizer to her smooth girlish body, along with fragrant powder. Then came a few embarrassing moments for Charmaine. Claire decided she would eventually insert a butt plug at a later date. She did however decide she didn’t want her girl “tenting” while being pampered at the salon.
     “We can’t have you getting an erection at the beauty parlor. We’ll need to cool off and shrink your already tiny genitals even further. Then we’ll push them up inside your groin cavity,” Claire smiled.
     Claire used an ice pack to chill Charmaine’s dainty bits. Once Charmaine’s penis and balls were hidden, Claire employed a highly restrictive panty girdle to snug Charmaine’s genitalia into place. The waist cincher that Claire next used, snugged Charmaine’s already slim waist to the most perfectly sissified 26 inches. It also redistributed excess flesh to give Charmaine’s already growing tit mounds a more feminine appearance.
    “It appears you’ll need a B-cup brassiere soon, Charmaine, if your breasts continue to mature at the rate they have been developing. You’re going to have a lovely, girlish figure if I have anything to say about it, and indeed that is my plan,” asserted Claire as she struggled to fit Charmaine’s promising cleavage into a white, A-cup bra.
     Claire dabbed very expense perfume behind Charmaine’s ears as well as near her budding breasts. She had Charmaine slip into a black silk blouse with a lovely and fussy furbelow in front and at the collar. To further hide any penis bulge, she had her new girl put on dark panty hose, and finally a grey mini skirt. A pair of two-inch black, block heeled shoes completed her ensemble.
     Claire knew the tranquilizer still could be affecting Charmaine and she didn’t want her stumbling about like a drunken slut, in a pair of tall spikes. Soon she planned that Charmaine would wear nothing but hose and garter belts. Plus, she never again wanted to see this girl in a pair of slacks.
     She removed Charmaine’s bathing cap and brushed her hair into a presentable French twist. She sprayed it into place, full well knowing any excess spray would soon be washed out with a cleansing shampoo. She painted Charmaine’s face with light, but very effective makeup.
    The cosmetologist would certainly be applying more pronounced and vivid shades. “We will be going to a very special salon, known as, The House of Hilda. It is owned by a very close friend of mine. Her name is Hilda Von Leipzig. She specializes in sissy transformations. You’ll be in good hands,” smiled Claire.
    “Don’t be fearful, my pet. Most everyone working on you will know you are in the process of being converted into a female. No one will bother you and they will all be glad to assist you in your alterations.  Behave well for me Charmaine. Now darling, pick up that handbag,” Claire demanded.
     Claire instructed Charmaine on the proper way to hold her new purse and they walked to Claire’s luxury automobile. Arriving at the salon, they were treated to valet parking. Charmaine had walked in heels before and undergone some training from auntie and Phyllis in the past.
     She gave an adequate presentation as a female and she and Claire were ushered into Ms. Hilda von Leipzig’s private office. Hilda and Claire hugged and kissed. Hilda referred to Claire as her, “Lovely young Sister.” Claire seated herself but motioned for Charmaine to remain standing.
     Ms. Hilda circled Charmaine viewing her up and down. Charmaine felt like she would wither under Hilda’s intense gaze. “So, this is Charmaine? Who will be her Charm instructor? Oh yes, now I remember. You’ve chosen our esteemed Sister, Valentina Munoz. Excellent choice Claire. Valentina is certainly a strict, no nonsense governess,” agreed Hilda.
     “You may be seated Charmaine.  So, we don’t have to restrain her even though this is her first visit? She’s been in salons in the past, you say? I’ll just take your recommendation, Claire. I’m having my sissy, Harriet be her hairdresser. Cynthia will be doing her skin and face and Candace will take care of her nails,” said Hilda.

The Esteemed Hilda Von Leipzig


     “I believe she’s been sufficiently chastened from an episode from earlier today. She’ll behave. You’ll be a good girl for us today and from now on, won’t you Missy Charmaine?” Claire said forcefully.
     “Oh yes ma’am, Mistress Claire. I will comply with you,” promised Charmaine.
     “Bad girls are dealt with instantaneously and compellingly here at my salon, Charmaine. My employees are experts in the ways of dealing with wayward girly boys. I can promise you that girl,” threatened Hilda, as Charmaine froze frightfully in her seat. Hilda dialed her cell phone and spoke into it.
     Very shortly a lovely and self-assured, entrancing, redhead knocked and entered Hilda’s office. “Cynthia, this is my dear friend, Claire Danforth. Charmaine, you should be standing up! Much better Charmaine. Show Ms. Cynthia some respect with a polite curtsey, please? This is Claire’s new girl, Charmaine. I’ll be taking care of Claire today,” said Hilda.
     “I want my prancing little queen, Harriet, to do Charmaine’s hair. She should be lightened to a Champagne blonde, trimmed to just off her shoulders, and given a very tight roller set on medium/large waving rods. You do her skin and makeup as we discussed. Candace should do her nails, with matching colors to your exacting specifications,” ordered Hilda.
     “Yes ma’am Ms. Von Leipzig. It is a pleasure to meet you Ms. Danforth. We’ll take excellent care of your new girl, Charmaine. We will do everything to exceed your expectations concerning her beautification. Charmaine, will you please come with me, dear?” Cynthia said, with a crook of her index finger.
     Charmaine took her leave of Hilda and Claire, as she uneasily followed the very particular Ms. Cynthia to a shampoo sink. There Cynthia placed a black, thigh length, plastic cape over Charmaine’s blouse and mini-skirt. She took Charmaine’s handbag and set it at a styling station.
     “I’ll do your shampoo and condition. Just lay back honey. We’re quite busy today and none of the shampoo boys are available. We employ some very prissy sissy boys to do the shampoos and foot rubs. The ladies keep them quite busy frolicking about, bringing them refreshments also,” laughed Cynthia as she began to wash Charmaine’s heavily sprayed locks.
     After her conditioning treatment, Charmaine was seated at the styling station. Cynthia returned with Candace the nail tech. Also, with her was Ms. Hilda’s ex-husband, and now cross-dressed sissy maid, Harriet. Harriet now worked for her ex-wife as a hairdresser.
     After their divorce, Harriet, who had been named Harvey, begged his ex-wife to take him back. The only way Hilda would do that, was if Harvey would consent to complete transformation and feminization and become her sissy maid as well as well as a cosmetician. “Harriet” readily agreed.
     Harriet’s transformation was truly done beautifully. Until Harriet began to trim Charmaine’s hair and chat with her, Charmaine had no idea Harriet was not a genetic female. When Harriet spoke, her voice projected with a slight, husky contralto. In the atmosphere of this “very special” salon, Charmaine suspected Harriet was a transgendered male.
     Then, Harriet did reveal that Hilda, was her, “ex-spouse and Mistress for life.”
    “As long as she will allow me in her presence I will gladly serve as her willing supplicant and adorer,” simpered Harriet.
    Harriet wore her hair in a stunning, though dated, high fashion, 1960’s bouffant. Her makeup was perfect, and she had a lovely face and extremely feminine figure. Her boson and buttocks were quite large and very femininely developed.
    Harriet took great care in the cut and coloring of Charmaine’s tresses. As the coloring set in, Harriet left, and Candace finished Charmaine’s nail extenders and manicure. Cynthia then gave the aspiring new sissy a cleansing facial scrub before she waxed and tinted her eyebrows.
     “After Harriet rolls you up on the perm rods and gets you out from under the dryer, I’ll apply your cosmetics as she stylizes your hair,” explained Cynthia.
     Harriet returned to begin applying ample setting gel and wave rods. She wound the waving rods very tightly. As she painstakingly ascertained that Charmaine’s curlers were in perfectly aligned rows she counseled Charmaine on her appropriate conduct going forward.
     “If you have consented to a thorough feminization under the auspices of Ms. Claire, you have done yourself a great service. I will agree that your life will be unusual in a conventional sense, but as a ward of Ms. Danforth you will live in the lap of luxury. Her taste is impeccable, and she’ll swaddle you in designer fashions. Additionally, you’ll be shod in elegant footwear, as well as coiffed and made up immaculately. If she is like my Mistress she will gladly assist you in the enlargement of your cleavage and buttocks,” smiled Harriet, though Charmaine was uncertain she wanted to be as “developed” as Harriet.
The two sissies minced to a salon dryer and Harriet gave Charmaine a fashion mag to read while her tresses were warmed. Fashion, beauty, and housekeeping mags were all Charmaine would read, henceforth.
Above: Prissy Charmaine Demurely Awaits her Comb-out and Final Spray at The House of Hilda. She feels so very femme.
          Charmaine relaxed as the dryer whirred. She was impressed with the feminine comradery of the salon. The way the women hugged, kissed and petted each other in a sisterly fashion. She did wonder about the talk of her having a “Governess” to give her “Charm Lessons”?
          The timer went off and Charmaine waited for the lovely, Cynthia to escort her to a styling station. There, as Cynthia magically painted her face with soft pastels and pinkish and reddish hues, Harriet used her deft, dainty fingers, along with sculpting lotions and hair sprays to fashion a sexy, girly style into Charmaine’s tresses.
     Charmaine was completely surrounded by the sights, sounds and scents of an elegant lady’s salon experience. She had entered the inner sanctum of extreme, excessive, femininity and was simply melting into the experience.
     Slowly, Charmaine was being pulled into a glamourous lifestyle which was to become intoxicating to her. It was heady to most any sissy that allowed herself to be immersed into it and bathed by it. Any semblance of even slight, boyishness was being magically washed away.
     “There darling. You look fabulous. Take a look at yourself in the full mirror. That’s it dear, turn to and fro. You’re lovely, aren’t you?” Harriet asked as she came up behind Charmaine and kissed and licked her on the neck.
      Cynthia took both of Charmaine’s dainty manicured hands and pulled her into her bosom. “Oh, my goodness Charmaine. I knew you’d be lovely, but you are an absolute vision! Wait until Ms. Claire sees you precious!” Cynthia exclaimed.

Above: The Demure Charmaine is Primped, Perfumed and Painted by Sissy Harriet and the Lovely Miss Cynthia

The Very Prissy and Overtly Sissified Harriet




          Charmaine had not had such a lengthy beauty salon visit in her life. When the ladies of The House of Hilda were finished with her and she looked into that full-length mirror she felt truly beautiful and feminine. She loved her lightened curly hair and her soft pink lipstick.

Charmaine, Ready to Leave the House of Hilda



     Charmaine would soon find out; her Mistress could be just as impressed with the handy-work of the staff at the House of Hilda. As she walked into the lobby to join Charmaine, Claire looked stunning, with her long auburn hair done in an elegantly draped braid, that cascaded over her left shoulder.
     Both Claire and Charmaine stared at each other, with Charmaine wilting under Claire’s intense scrutiny. Charmaine submissively blushed and looked away timidly. Claire, ever prevailing, strode towards Charmaine, stopped and extended a hand. “Come here to me my pet,” Claire insisted, as Charmaine minced modestly to her Mistress.
     Charmaine felt as if she were walking on air as she approached her Mistress and was pulled into her arms. “You are too lovely for words, my fairy princess,” said Claire as she softly kissed Charmaine on her perfumed neck and the side of her painted face.

The Lovely Claire at her Home After the Salon Visit



     “Oh, my Mistress Claire I feel so special! You look so stunning dearest Madame!” Charmaine gushed.
     “As well you should feel special, child. Yes, you are so very special. Being with you makes me feel especially stunning! I need to pay for the lovely services provided. I dare say, I’d love to escort you to luncheon, but what I want to do with you, can only be done in my boudoir or a bordello,” said Claire sexily.
     On the way to their deluxe auto, Claire turned to Charmaine. “You are almost there darling. I will assure you that today, you will soon know, exactly what it means to be girlish and completely fulfilled!” Claire said excitedly.
     Charmaine shivered with delight as her Mistress took her hand. On the drive to Claire’s luxurious home, Charmaine could only imagine what awaited her. She’d forgotten any questions she wanted to ask her Mistress. It no longer occurred to her that someone named Valentina Munoz was being hired to instruct her in “Charm” as a “Governess” of sorts.
     Nor did it concern her that both Claire and Hilda, who both enjoyed the company of sissies, belonged to some sort of “Ladies’ Society.” What about Hilda referring to both Claire and Valentina as her “Sisters?”
     About the only concern our sissy Charmaine did have was the degree of feminization Hilda’s sissy Harriet had undergone. With such a large pendulous bosom and oversized, bulbous buttocks, had Harriet undergone a complete sex change? Had her heretofore male organs been removed surgically?
     Charmaine was certain she didn’t want to undergo that degree of transformation, but would she have the backbone to stand up to this group of women who were intent on her emasculation? If Harriet was an example of their resolve, could indeed Charmaine resist?
    Charmaine was so caught up in basking in Claire’s lovely, feminine glow, that when Claire ordered her to the boudoir, to prep for lovemaking, she giddily minced into the scented, candlelight room, and dressed in the satin nightie and high heeled slippers left there for her.
    Of course, when Claire exited the bath, wearing a six-inch, strap on dildo Charmaine gasped. “Oh, my dearest Mistress Claire, I dare say I don’t think I am quite ready for such a large, rubber penis!” Charmaine exclaimed.
    “And well you might not be dear, but I hardly had the time to slut train you with a butt plug. And indeed, there will be time for that in the future. However, I wanted this to be a perfectly girlish day for you and we must continue with the festivities I am afraid,” added Claire.
      “What undeniably could be more girlish than a day of beautification at the salon, followed by your lover ravishing you, with a good buttock screwing in your hot sissy pussy, darling?” Claire asked.
     “Now get up from the bed and stand away from it. That’s it darling. Let me come from behind you. Doesn’t that feel good, angel? Mumsie is kissing your neck and feeling your pert tits? Hmm? Yes, and now Mumsie will use an oiled hand and play with your little pee-wee? It does appear to make sissy’s little pee-wee happy, now, doesn’t it dearest?” Claire chuckled.
     Charmaine sighed and whimpered as her penis did swell to its maximum proportion of 4 and a half inches. Claire squirted more lubricant on her hand and oiled both the rubber penis and the entryway to Charmaine’s sphincter. Charmaine arched her back and began to breathe more heavily.
     “Now, Mon Petit Chou, wiggle your little bum-bum and sit down on Mumsie’s lap darling. That’s a girl. First, we’ll insert a little bit of Mumsie’s pee-pee and then you need to breathe and exhale. Very good. Now again, take a deep breath and exhale. Okay we have inserted the dildo a little more, angel,” congratulated Claire.
     “Just a teeny bit more to go, pumpkin. It’s only six inches. Just a bit bigger than you are, but much closer to a normal size,” laughed Claire. Then with a celebratory cackle, Claire inserted the entire length of the dildo into Charmaine’s tight rectal cavity.
    Charmaine let out a loud screech, but Claire could only laugh even louder. Using her strong arms and legs, the very fit Claire, lifted Charmaine a few inches and then lowered her back down on top of the rubber penis. Charmaine quivered.
     At first the quivering was mostly in fear and discomfort, but after several more pokes of the dildo, Charmaine began to enjoy the stimulation. Claire continued the cycle of lifting Charmaine slightly, then as Charmaine was lowered onto the dildo, Claire would thrust upward.
    Soon Charmaine’s quivering was accompanied by deep sighs of delight. “I think you are beginning to enjoy my efforts you little slut. First you act frightened, but now you enjoy it, don’t you? Hmm, let Mumsie grab the sissy slut’s boobs. Yum, yum, do you enjoy that Charmaine honey?” Claire asked as she became more aggressive and just a little rough with Charmaine.
     “Oh yes, Mumsie Claire. Your sissy slut loves the way you are screwing her and grabbing her tits. Please, faster Mumsie? Screw me faster please?” Charmaine pleaded.
     Claire noted that since she had released Charmaine’s penis it had remained erect from nothing more than rectal and breast stimulation. This was quite typical of any sissy. Though sissies sincerely loved, being manually milked as well as prostrate milked, rectal or bosom stimulation was easily effective for them to achieve a climax.
     She, Claire was being stimulated by a selectively placed set of tiny protrusions at the base of her strap-on, where the strap-on contacted her clitoral region. She wasn’t certain who would have their orgasm initially, but she knew if Charmaine did, then the sissy would have a very long evening of sucking pussy ahead of her.
     The effeminate squeals, emitting from Charmaine’s voice box were becoming more frequent. Her cries of “Mumsie” and “Mistress” had become more desperate. To set her off further, Claire began sucking and biting, her sissy slut’s neck and shoulders.
     Charmaine’s gasping now turned to loud shrieks and guttural gurgling. She took one very deep breath and began bouncing rapidly up and down upon Claire’s dildo. Then Charmaine erupted into a spellbinding climax as her sissy spunk spurted quite freely from her engorged penis.
    Claire loved it! In the course of less than two days, Madame Claire Danforth had taken a sissy named Charles and feminized him into a sexy, submissive lesbian named Charmaine. She had also taken this same sissy’s virginity in every way possible way she could have taken it.
     As the thoroughly spent Charmaine collapsed against Claire’s cleavage, Claire slowly turned her sissy towards the bed. “Lay down Charmaine. There, that’s a good girl. You’ll need your strength, my love. You have unfinished business with Mumsie’s pussy,” Claire teased.
     And indeed, after a short rest, where Claire practically spoon fed her babyish lover sips of iced water, Claire was on her back, as her sissy lover, lapped and worshipped at her Mistress’s pudenda.
     “Very nice precious. When Mumsie gets close, you will be on your back and Mumsie will be grinding her pussy into your lips,” laughed Claire.
      “Now slut! Roll over on your back. You can finish me off now, love,” Claire ordered.
     Charmaine rose to the occasion, as would any sissy, (worth her dainty, limp wrists), possibly could. Claire moved her puss rapidly back and forth across the sissy’s lips and face. Charmaine sucked and licked her Mistress passionately, as Claire began to bounce in her excitement.
     Claire Danforth was a female that loved her aggressive sexuality. She fully intended to spur her new sissy slut to heights this girl never knew existed. She would turn this very effeminate, inadequate male, into a vibrant, sluttish, overachieving sexpot of a lesbian.
     Madame Danforth never doubted her ability to achieve that. Any failure of this emasculated pansy to accede to her exacting standards would result in very unpleasant consequences for dear Charmaine. So far Claire was modestly but, adequately pleased.
      “Now darling don’t stop. Your Madame is just about there. Oh goodness my juices are flowing. Oh, so very lovely. Keep it up girl, keep it up!” Claire exclaimed as she achieved a quite pleasing eruptive, orgasm. She happily covered her exhausted sissy’s face with kisses.
      She looked down at her spent sissy girl and her smeared makeup, mussed hairdo, and sperm covered face and giggled. All of Charmaine’s love juices had leaked from Claire’s vagina during the oral sex. Claire loved snuggling and hadn’t met a sissy or submissive female that did not.
     “Why would any woman, in her right mind, want some hairy male, with an oversized cock, smelly as a goat, to have sex with her? Why, when you could have some capitulating sexy girl or even a sugary sissy, with a sweet tongue, smallish penis and hairless perfumed body to make love to you?” Claire thought to herself.
     Claire decided on a long afternoon nap, followed by a late supper, called out to a restaurant. Then, a breakfast on her veranda cooked and served by her future wife and housekeeper Charmaine.
     She looked down at the peacefully sleeping Charmaine and said softly, “Oh my angel. If you could only envision the plans I have for you? You’re under my spell you know, and you cannot escape that. Please enjoy the ride darling. You have no choice otherwise.”

Chapter III: Mater Valentina

     Auntie Alicia and Cousin Phyllis had bidden Charmaine “Good day darling” and were off for work. Charmaine now awaited Mater Valentina Munoz who would be acting as her “Charm Governess” for two weeks, before Charmaine would be allowed to start her internship as Auntie’s secretary.
     Charmaine was a bit anxious over all the changes of the past few days. For starters, when she returned to fall classes she would be no longer enrolled at the local Community College. Instead, her second and last year of Executive Assistant classes would be taken at the Select Secretarial Academy.
     Not only would she be spending her summer in her new persona, as Charmaine she would also be attending school as a femme. Her next two weekends could possibly be spent with Ms. Claire. It would depend on how demanding Claire’s business schedule was.
     However, within a week of Charmaine beginning her internship as Auntie Alicia’s secretary, she would be permanently cohabiting with Ms. Claire Danforth. So sometime within the next three weeks, an impending engagement for a future marriage between Charmaine and Claire might be looming.
    That of course would be up to Claire. In any female led marriage the woman decided the details. Not only that, but the female set the tone as the husband in the relationship. A sissy like Charmaine needed a relationship where all she had to do was look pretty, act sweetly, and obey directives.
     Now after a weekend of uninhibited sex and exquisite pampering, the reality of her forthcoming permanent transformation was looming, and had finally set in. There had been no mention of any “sexual adjustment” but she nervously hadn’t ruled out that possibility.
    Charmaine looked around the living room. Nowhere in sight were any news, business or sports magazines. She was now only allowed fashion, beauty, or housekeeping publications. “You may read business/secretarial monthly’s when you return to classes,” her aunt had said.
     She was not permitted to watch the living room big screen TV without supervision. The set in her boudoir had been “Nanny Protected” and would only receive women’s channels. She was to be submerged in an ultra-feminine regimen.
     Now seated demurely with her hands folded in her lap, Charmaine anticipated the doorbell ring that would signify the arrival of Mater Valentina. When the bell chimed, Charmaine alighted from her love seat and delicately swayed to get the door.
     She had virtually no trouble taking the very tiniest of mincing, childlike, steps. Why would she? She wore the tightest of knee length hobble skirts. Her “sissy bits” had been chilled with a bag of ice and inserted up into her groin cavity. These delightful organs were held snugly by a very restricting long-line girdle.
     Her waist was now reduced by a devastatingly severe cinch and inserted in her rectum was a sphincter invading butt plug. After being pegged so unceremoniously by Claire, Charmaine knew her rectum was being prepped for many more of the same peg treatments. She now felt not only imprisoned in her garb, she felt swathed by her emasculation. Opening the door, she was struck by the stark scrutiny of Mater Valentina Munoz.
   

Above: Her Magnificence, Mater Valentina Munoz
          Though her beauty and the fastidiousness of her attire was perceptibly evident, the manifestation of her sternness was visibly more looming. This lady was not to be trifled with.
     “Please do enter into our home Mater Munoz. I am your humble ingénue, Charmaine. May I take your bag and briefcase, Mater?” Charmaine asked. Charmaine had her head bowed and eyes cast downward. She had also dipped into the demurest of curtseys and held this submissive position.
     “No, not at this time child. I will tend to my possessions. You may close the door and step over to the coffee table, so I might observe your gait. Please strike the acceptable model’s pose my young demoiselle,” Valentina said.
     Charmaine sashayed to position herself in full view of Mater Valentina, who was comfortably seated on the lounger adjacent to the coffee table. She observed Charmaine’s posture and pace, as well as her sedate positioning.
     Charmaine’s wrists were limped. One foot was in front of the other and her head was tossed back. Her bosom was thrust prominently outward. She smiled prettily and batted her eyes for her Governess.
     “Very well. I suspect you will be able to prepare luncheon at 1 PM? In the meantime, seat yourself, and remove your heels and skirt. I intend to establish my preeminence over you. Now then, get over my knees,” spoke Mater Valentina, brandishing a hard-back hairbrush.
     Charmaine was startled. But, not startled enough that she didn’t comply immediately. She gulped, took off her heels and stripped off her skirt. Then she prettily jiggled her buttocks as she made her way over to lay across her Governess’s lap. Mater Munoz set down her hairbrush to assist in positioning Charmaine.
     “Such a very pretty girdle you are wearing precious. It looks expensive. I’m also pleased you are wearing stockings and garters. My girls are never permitted to wear pantyhose or slacks. I don’t mind a sexy short set now and then for a date night though,” Valentina explained.
     “Now you must realize this is just an illustration of what can happen if you displease me. As we are in the privacy of your aunt’s home I won’t muzzle you or restrain you. Feel free to kick your legs girlishly and scream and cry all you want. Ready?” Valentina asked as she raised her hairbrush.
      Before Charmaine could answer, Mater Munoz began to deliver what would be six sharp blows to Charmaine’s butt cheeks, alternating the swats, right to left and back. Charmaine was whimpering slightly but was none the worse for wear. Mater complimented her for being such a “Big girl.” Then Charmaine’s cell phone rang.
     “You may answer that call. It could be important and we’re not in the middle of anything yet. I would insist, however, that you put that phone in your boudoir during lessons and check it after lunch,” Mater counseled.
     “Yes ma’am, my Mater. Hello, this is Charmaine speaking. Yes, hello auntie. Yes, I can do that. Mater, my auntie would like to know if you would like to stay for supper. I will be making Chicken Kiev. Yes, auntie she will be delighted. Thank you, my dear auntie, I love you too,” said Charmaine.
     The rest of the morning until luncheon, Charmaine was put through her paces in walking, sitting, gesturing, and speaking. Mater Munoz had exacting standards for her girls, and Charmaine did her best to fulfil those standards and exceed them if possible.
     Mater Munoz watched and listened very intently as Charmaine performed for her. “Now, you sat down beautifully, and your gait was excellent. However, gesturing is so important. Your primness in posture, gait, and seating yourself is to be admired. You need to accentuate that lovely primness by contrasting it, with some sauciness,” explained Mater Valentina as Charmaine focused penetratingly on her every word.
     “For example, remember that you will be the first impression a client will have, when visiting your Aunt’s private office. So, let’s say, you are seated at your reception desk. The client is awaiting your aunt and seated in the waiting room. It wouldn’t hurt for you to accentuate your femininity with some flirtatious gesticulating,” smiled Valentina.
     “For instance, hold your hand in front of you, fingers spread and examine your beautifully manicured nails. Something else to do, would be to pat your curls or smooth your up-do with the other hand, depending on your hairstyle that day, of course,” Ms. Munoz intoned.
     “Then there is always touching up your lipstick. Nothing is sexier than a hot girl looking into her compact mirror and freshening her lips. You could also pat the pretty furbelow on the front of your blouse and casually let your fingertips touch your bosom. Nothing is more intriguing to a male or female, than a young lady showing her sex appeal,” smiled Ms. Valentina.
     “Lastly, when you escort the client into your auntie’s office, don’t hesitate to languidly sway your hips as you show them to her door. Now let’s try the old stand-by of painting our bouche. Remove your compact and freshen your lipstick. Oh my, Charmaine, that was so very sexy!” Valentina exclaimed.
     “Of course, it will be the same when you entertain for your future fiancé and husband, Ms. Claire. You’ll want to show that you are a prim and proper, exquisitely trained, feminine servant when attending in the dining room or parlor,” explained Valentina.
     “However, when acting as her escort or trophy girl at her club, you might want to wear something low cut. Maybe toss your hair flirtatiously and bat your eyes. Or pucker your lips while listening intently to one of Ms. Claire’s lady friends,” said Ms. Munoz.
      At 3 PM Charmaine began preparing dinner. She served it beautifully and made certain everyone was attended to before seating herself to enjoy her meal. In keeping with her position as her auntie’s hostess her full-length apron stayed on her person, even while serving tea and fresh baked brownies, later, in the den.
     “Charmaine. My niece, Anna Del Valle will be visiting from New York, later this week. She will be here Thursday to put some Golden Blonde highlighting in your tresses. She will also be piercing your ears, for you to be able to wear two earrings in each. You should shampoo and condition your hair that morning and have it wrapped in a towel when we arrive,” instructed Ms. Munoz.
     “She owns a salon and will need time to do her best work. She might take all morning. She attended an exclusive charm school near her home town. It is part of the Winthrop group. She’ll bring her course material with her and I intend to have you use their lesson plan for the future,” added Ms. Munoz.
     “Charmaine, why don’t you bid Ms. Munoz adieu until tomorrow? Continue tidying the kitchen and dining area. Phyllis and I will tidy here in the den. I want you to take a hot bubble bath and shampoo your hair and prepare it for a roller set. After you have powdered and perfumed, put on a shirtwaist nightie with matching panty, and lay back and relax. Phyllis and I will be in in an hour or so to massage your breasts with some cream we received from Claire’s gynecologist,” smiled Aunt Alicia.
     Charmaine was blushing as she hugged and kissed her instructor before leaving the den. Why had her aunt discussed something as personal as a breast massage in front of Miss Valentina? “Why do I need my breasts massaged anyway?” Charmaine wondered.
     Our young sissy took her bath and prepped her hair and body. She was sleeping, though fitfully, when her auntie and cousin entered her boudoir. Phyllis took the liberty of unbuttoning the front of her shirtwaist nightgown. Charmaine blushed feverishly. Then she spoke up.
     “Auntie, my breasts haven’t been sore since I used the cream your GYN prescribed. What is the meaning of this? Why did Claire’s GYN prescribe anything for my breasts, anyway?” Charmaine asked.
     “Young lady, you shouldn’t be questioning us. We know what is best for you. Would you want me to text message Ms. Munoz in the morning, telling her of your imprudence? I’m sure she might consider administering an unpleasant consequence for your rashness?” Alicia asked.
     Charmaine was exasperated but held her tongue, as Phyllis applied the cream to her nipples. “The reason for this cream, is to make your breasts grow honey. Claire would like for you to have a little larger bosom,” explained Phyllis.
     “A larger bosom. Oh dear, how much larger? Larger in the way that Harriet’s tits are larger? Charmaine gasped, as her aunt and cousin broke out in gay peals of laughter.
     “No silly. Oh my goodness no! Harriet has had implants and undergone extensive hormone replacement therapy. Her breasts are absolutely pendulous. Heavens no. You have a little more than an A-cup presently. Claire would like to get you to a B or maybe a B-plus cup,” Phyllis explained.
     “Phyllis. So you do know Harriet? I’d like to ask a question. If I could please?” Charmaine begged.
     “Well yes. Yes we know her. We belong to the same ladies’ society which her Mistress is a member of. She acts as the serving wench and kitchen bitch, at her Mistress’s soirees. What would you like to know about Harriet?” Phyllis asked as she continued to firmly work in the breast cream.
     Charmaine took a deep breath. “This may sound silly, but does Harriet still have a penis and balls? Is she a castrato, or has her penis been surgically removed?” Charmaine pleaded.
     Both Phyllis and Alicia laughed, but Alicia laughed the loudest. “Oh, my land child! First, we wouldn’t know that information. However, you have no fear at all of Claire ever wanting your boy-bits removed darling. I discussed that at length with her, before we agreed we would match you up with her,” Aunt Alicia explained.
     “No darling, she finds your genitalia amusing as well as useful. Especially your glorious little cock-robin. Please do not fret dearest. Your penis and ball sac are staying right where they are. Well, they might be stuffed up inside of you from time to time to keep your front, girlishly flat, but no, no one will be removing them,” laughed Alicia to Charmaine’s relief.
     “Speaking of Little Miss Cock Robin, I think your nurtures have made our little Robin perk up, Phyllis? Let me get some hand lotion and milk our little girl here,” smiled Aunt Alicia to Charmaine’s chagrin.
     Not that Auntie hadn’t milked Charmaine in the past, but Charmaine was dying of embarrassment at all the personal attentions her aunt and cousin were lavishing upon her. “Oh please, no auntie, not tonight, please?” Charmaine pleaded.
     “Stop your silliness Charmaine! You are trying my patience, girl. Since when, have you become so grown up, that your dear auntie, or Phyllis for that matter, cannot milk you off at bedtime?” Alicia responded, dismissively.
     Alicia stroked Charmaine’s penis slowly as she massaged her balls. Charmaine sighed and closed her eyes. There were so many confusing sensations she was experiencing right now. These had been going on for a few months. Nearly, ever since she’d been feeling discomfort in her breasts. Last night she’d had a brief girlish spell of frustration and shedding tears when she’d smudged her nail varnish when doing her toenails.
     Right now, as much as she liked what her aunt and cousin were doing she still felt emotionally overwrought and wanted to sob. The tears did finally come. Her passion mounted, and she began to breath quite heavy. She looked up at Phyllis who was still massaging her breasts.
     Phyllis smiled at her and leaned down and kissed her forcefully on the lips. That was enough, along with auntie touching her penis to make Charmaine shudder and shoot off, her semen almost fiercely.
     As her aunt cleaned her up, and both auntie and Phyllis put fresh panties on her, and buttoned her shirtwaist nightie, Charmaine started to mewl and whimper. Phyllis sat by the bed and dabbed at her damp eyes.
     “You need a good cry honey, and some girly companionship. Come to the den with mother and me. I’ll set your hair, we’ll snuggle, and we’ll watch a romantic movie. It will be good for you,” Phyllis said.
     As Charmaine sat on an ottoman in front of her cousin, Phyllis rolled her hair with setting gel and mid-sized brush rollers. Of course, Phyllis and Alicia knew what was transpiring emotionally with Charmaine.
     When Charmaine had begun college, Alicia’s GYN had suggested a special “energy drink” and “vitamins” to assist Charmaine with her long studying hours and a full course load. The drink and vitamins contained Estrogen and Premarin.
      Charmaine’s emotional state was becoming more sensitive and feminine because of these hormones being introduced into her system. When Phyllis completed Charmaine’s roller set, she wrapped the curler set hair, with a floral, Hermes, scarf and had Charmaine sit with her on the love seat.
     “C’mon honey. Snuggle with me. This will be like when you first moved in with us, and we watched movies together,” smiled Phyllis.
      “While you two get reacquainted I’m going to finish this movie on my DVR and read in my boudoir,” Aunt Alicia said.
     The movie auntie had picked, was a very romantic lesbian love story. It took place in England after the Second World War. A wealthy woman of about 35 years old was prematurely widowed by her husband’s plane crash. She hired a young, 20-year-old female to be her social secretary and lady’s companion.
     Soon after, the two women, found themselves falling head over heels for one another. Charmaine was riveted by the film. She loved the pretty clothes and the beautiful hairstyles the women wore. She also strongly identified with the younger female, as she and her employer fell deeply and adoringly in love.
     Charmaine had her head, buried in the bosom of her Cousin Phyllis. She looked up at her, and into her eyes and said, “Phyllis, this does remind me of when we were younger. It was like we were brother and sister, weren’t we?”
     “Sort of. I always thought of us as two sisters, though, Charmaine. Two very pretty, sweet, very loving sisters,” Phyllis said as she used her index finger to trace circles around Charmaine’s lips.
     Phyllis reached over to an end table and picked up a tube of lipstick. She coated her own lips with the creamy, velvety pink shade. Then she held her pretty cousin by her chin and lavished the vibrant pink gloss on her pursed lips.
     She now enveloped Charmaine in her arms and kissed her zealously on the mouth. “Oh Charmaine. Come to my bedchamber and let me take you to places, you’ve never been. Let me show you the splendor of magnificent sisterly lovemaking. Please darling? You’ve grown so beautiful and I can no longer keep my hands off of you,” said Phyllis passionately.
     Charmaine looked deeply into Phyllis’s eyes and said, “Of course, my dear Sapphic, goddess. I have always felt so close to you. Never this close of course. You have opened up an entire new world for me. Of course, I’ll make love with you,” said Charmaine, standing up, as Phyllis took her by the hand and pulled her into her boudoir.
     The two fell into bed kissing madly and feeling each other’s breasts. Charmaine’s sissy cock was swelling, briskly, and fully. Phyllis, so enchanted now at the increased growth in her cousin’s breasts, was suckling on one of Charmaine’s, newly, pert boobs.
     Charmaine could not contain herself and squealed with passionate delight. Phyllis rolled the helpless Charmaine over onto her back and stripped off her own peignoir and panty. Then she divested the overwhelmed Charmaine of her needless clothing.
     The aggressive Phyllis mounted Charmaine’s penis and slowly lowered herself. Charmaine’s eyes were flooded with tears of joy and passion. Momentarily she had a moment of self-qualm. “Phyllis. This is okay? I know it feels beautiful. I’m so sorry darling, I’m so uncertain these days,” Charmaine apologized.
     “Oh, you silly little goose. You said it yourself. It feels so beautiful. How could something this beautiful not be okay, lovey? Don’t worry that pretty, puerile head of yours pumpkin. You’re being such a ditz. Mumsie Phyllis will make it all just so right,” Phyllis bustled.
     “Mumsie Phyllis loves her baby girly. She would never hurt her sweet Charmaine. Feel how nice it is, with you inside of me and how I’m tightening my strong womanly cunt muscles around your pecker. Huh? You love it don’t you cutie?” Phyllis chimed.
     “Yes, you are so right Phyllis darling. I am such a ditz these days. Yes, please screw me, love? I want it so, so terribly!” Charmaine exclaimed as she pushed her groin upward to meet Phyllis’s downward thrusts. Charmaine would never again, ever, experience, being on top of a female, during sex, in her lifetime.
     As the sissy coupled with her dominant bi-sexual cousin, her ardor intensified. A dim lamp was lit on Phyllis’s dresser. Charmaine could see the light’s reflection on Phyllis’s short, honey and golden blonde bob. She inhaled the aromatic miasma of Phyllis’s perfume, hairspray and body lotions.
    Phyllis was now grinding her puss and clitoris into Charmaine’s groin. “Oh honey, while we screw, could you slip one set of fingers in between our bodies, and diddle my clit?” Oh yes, that’s wonderful, my angel!” Phyllis panted.
     Their rhythms intensified.  Phyllis wrapped her arms tightly around Charmaine and kissed her lips fervently. “Oh honey, harder, I’m getting really close! Oh yes baby, I’m coming now! Oh yes, fill me up with your juices honey! Oh, my goodness!” Phyllis screamed as she climaxed and seconds later, Charmaine’s penis exploded.
    The two pumped harder and drained each other of their love extracts before sighing deeply and lying motionless. Phyllis was the first to move. She giggled as she sat upright and maneuvered Charmaine to the middle of the bed. Then she mounted Charmaine and positioned her pussy over Charmaine’s face.
     “Open up that pretty mouth. Don’t you dare turn your head away from me girly! I’ll slap your face. I said open your mouth. That’s much better princess. Now, keep your mouth open, while I drain our fluids between your pretty lips,” laughed Phyllis.
      Then she let her sexual liquids and Charmaine’s sperm drip slowly into Charmaine’s wide-open mouth. “You can button your lips, honey, and swallow,” ordered Phyllis, taking hold of Charmaine’s neck and massaging her throat to make sure she drank down all of the sexual nectars.
    The two incestuous lovers cuddled, naked. Their breasts touched intimately. As Phyllis played with Charmaine’s stray hairs, peeking out from behind the head scarf, Charmaine asked her, “Can I stay here in your bed tonight Phyllis?”
     “Of course, you can. You can come and stay here every night. That is until you take up residence with Claire Danforth. We can make love again and again. Don’t fret. Claire will not mind at all. She’ll be thrilled to know I am training you for her marriage bed,” smiled Phyllis as she gave her sissy cousin a peck on the lips.
     “One last thing, precious. Don’t comb your hair out in the morning. Part of Tuesday’s lesson will be doing a comb-out and also, trying on various sexy head coverings you can wear in public when your tresses are in curlers,” instructed Phyllis as she kissed Charmaine’s pert tits goodnight.

Chapter IV: Her Crowning Glory

     It was Thursday morning and Charmaine had prepared her hair for highlighting by Ms. Valentina’s niece Anna. She would also be receiving two piercings in each ear. Anna Maria Del Valle, just as Charmaine, had been born a male. However, where Charmaine had been raised a sissy boy, Anna had stepped out and by fifteen was known in her upstate, New York town as a delinquent. Her single mother, and her mother’s oldest sister, had just taken over a family business.
     They had little time for Anna’s nonsense. Fortunately, Madame Angelina’s Academy for Advanced Femininity Studies was located nearby on a private, wooded estate. They enrolled the troubled Anna in the most intense four year curriculum the school offered.
    To Anna’s dismay, she found herself a wayward boy, in a school where she would be transformed into a female. She rebelled, but not for long. One afternoon in the hair salon, an assistant instructor, which was a grad of the school explained there was nothing left for Anna to do but submit to Madame Angelina and her very able staff.
     “Honey, I was right where you are and as long as you fight them the more painful it gets. Just give in, to your deep, innermost, femininity and let it come to the surface. Embrace the girl inside of you. That’s who you are really trying to resist. A pretty, sexy, sweet girl named Anna is trying to rise from your disintegrated, boyish ashes,” intoned the instructing assistant.
     Anna relented. In fact, she and the assistant became quite close, and Anna decided to specialize in the Beauty Arts. She now owned her own salon in the same town where she had been such a hellion.
     Her mother and aunts adored her. Ms. Valentina Munoz was Anna’s mother’s youngest sister. Additionally, Anna occasionally taught hairdressing classes at Madame Angelina’s.
     Valentina thought her new niece was quite special. To the casual observer, no one in their right mind would think Anna anyone but a pretty, stylish Latina. She was stunningly well groomed and wore her hair in exotic variations of a wedge cut.
     One of her favorite stylings, was to back-comb her wedge, and then tease and brush it into a heavily lacquered chic pompadour. She favored very heavy plum-red lipstick and smoky eye color schemes. Her eyebrows were severely arched, and she wore trendy large, round glasses. Plus, at times she favored dark glasses.
     This was the Anna, Charmaine greeted at the doorway, to Auntie Alicia’s home. As instructed, Charmaine’s shampooed, and conditioned hair was wrapped delicately in a pink towel.


   
Above: The Very Alluring Latina, Ms. Anna Maria Del Valle

     “Anna Maria, I want you to be firm with Charmaine. She is not an experienced sissy girl like yourself. She needs guidance, direction and firmness. She should think, that like me, you are also a strict Domme. Try your best to play that role, for Auntie, baby?” Valentina asked as Anna Maria agreed.
     “Oh Ms. Valentina, I am so excited you are here. Oh this must be your niece Anna? I am so please to meet you Madame Del Valle!” Charmaine effused.
     “Well thank you Charmaine, dear. My, but aren’t you are such a polite young lady? You may refer to me as Ms. Anna Maria. Now Charmaine, do you have a vanity in your bedchamber and a nearby bath? Good honey. Let’s repair to your vanity, then,” ordered Anna.
     With Charmaine seated primly at her vanity mirror, Anna removed the pink towel and inspected Charmaine’s locks. “We’ll need to rinse out the leave on conditioning treatment. Do you have a fresh towel for wrapping your tresses? Good. We’ll set this one on the floor near the tub,” instructed Anna.
     “Very nice. Let me put you in this Salon Cape and get you nice and snugged in. There, is it too tight? Now, kneel on the towel next to the tub and lean way over so I can use this shower hose nozzle to get you all rinsed out,” Anna explained.
     The salon cape Anna used, was one employed at Madame Angelina’s Academy. It was specifically designed for Sissy Girls that just weren’t quite ready to fully enjoy their first few salon experiences. The special cape had a zipped-up back and a drawstring attached to the sides.
     The cape had hidden sleeves inside. Once the subject’s arms were in the sleeves, the back was zipped closed, and the drawstring was pulled tight. Charmaine discovered that she was now snugged in helplessly with her arms completely immobilized.
     Anna now made Charmaine kneel at the side of the tub as she warmed the rinse water coming from the shower nozzle. Anna placed her hand on Charmaine’s back, between her shoulder blades and made her bend over with her head well over the side of the tub.
     Holding Charmaine steadfastly in position, Anna took great care to thoroughly rinse the conditioner from Charmaine’s hair. Then before she allowed Charmaine to stand, she carefully wrapped Charmaine’s tresses, turban style, in another bright pink towel.
     “Now let’s get you back to the vanity my darling girl. I’ll mix the hair coloring and carefully section your tresses. Are you, comfortable angel? Now let’s get some foil laid out and a highlighting brush. Auntie, I’d love a cup of tea while I’m working, please?” Anna Maria requested.
     While auntie went to make the tea, Anna Maria carefully painted in Charmaine’s new Rose Gold highlights.


     “How old are you Charmaine? Twenty-two? Interesting. You’ve never had your ears pierced? Well, why don’t I take care of that now as the highlighting sets and takes? I have some regular studs we’ll put in one set of holes,” explained Anna.
     “I also have these really cool, costume jewelry studs. They look like expensive earrings you’d wear on a date. They’re just so your ears don’t look so plain while the studs are opening the hole. Remember to rotate the studs and use alcohol every night,” added Anna as she inserted the piercing stud sets.
     While Anna and her aunt sipped their tea Anna offered Charmaine a few sips. Anna found it cute that Charmaine never complained, and even seemed to accept being restrained within a Beauty Salon Cape. To Anna, it meant Charmaine was fully accepting of her new disciplined life under the strict regimen of enforced feminization.
     Anna was now ready to style Charmaine’s hair. She removed the foil and gave Charmaine another condition rinse while submissively kneeling on a towel, next to her bathtub. She finally removed Charmaine from the enforced bondage of her salon cape.
     Using a combination of blow dryer, hot comb and hot rollers, Anna Marie fashioned a captivating evening style which Charmaine simply adored. “Oh my gracious Ms. Anna Maria! I just feel so lovely!” Charmaine said gushingly.
     “I like my clients to look super-girly. Auntie, do you want me to play hairdresser with you?” Anna Maria teased.
     “No, it’s time for Charmaine to prepare and serve us lunch. Then I want Charmaine to look over the Madame Angelina correspondence course you brought for her. I have a lesson plan written out for her. Not just for the remainder of these two weeks but for her foreseeable future,” explained Ms. Valentina.
     After a perfectly prepared and served luncheon, Charmaine poured over the course material from Madame Angelina’s with Anna Maria and Valentina. There was so much to learn, about becoming a secretary, housekeeper, and trophy girl!
Below: Charmaine’s modified “Up Do. Twist” So Very Charming! She feels so delightfully girlish!




     That evening after Valentina and Anna Marie took their leave, both Auntie Alicia and Phyllis fussed over Charmaine’s new look. Phyllis put her into a full- slip nighty at bedtime and had her keep her hair up in her pretty chignon.
     “I think you need to come to bed with me and rub my feet honey. I bought some new lotion today and we need to try it out. I can’t wait to see what Madame Hilda does with your hair next Thursday when she puts in your perm,” smiled Phyllis.
     “Just think honey, the Monday after that, you’ll be working in our office. I’m going to have you come into my private space, sit on my lap and paint my nails,” Phyllis teased as she ran her hand underneath Charmaine’s full slip and grabbed her penis once again.
     The following Thursday seemed to come quickly. Charmaine slid into the passenger seat of Madame Valentina’s Audi and they sped off for a day of pampering at Madame Hilda’s salon. Today Madame Hilda would be doing Charmaine’s perm.
     Every two months, Madame Hilda’s sissy, Harriet was given a perm. Today was that day. When Charmaine arrived, Harriet was already in the process of being rolled up on waving rods, her face beautifully made up with full rich lipstick, eye shadow, and mascara.
     “I love feeling sexy and fashionable, even with my hair in rollers and wave rods, darling,” Harriet explained as she and Charmaine chatted as they underwent their extensive beauty treatments.
     It was easy to see that Harriet lived for the full beauty salon experience of pampering, perming, primping and perfuming. Harriet was “all girl” and very proud of it. Her Mistress made certain she remained “all girl” and saw to it that Harriet was bathed in the fountain of femininity.
Below: Anna Marie adds Rose Gold Highlighting to Charmaine’s Gorgeous Champagne Blonde Tresses! So Girly!


       Soon enough, Charmaine would be immersed in that same fountain by the ladies in her circle.

Harriet undergoes her Bi-Monthly Permanent Wave


     Charmaine was put into a salon cape by a shampoo girl and her hair was washed and conditioned. The very efficient Ms. Hilda gave her a very light trim before she started her perm binding. A manicurist worked on Charmaine’s nails.
     Ms. Hilda took great pains to see that Charmaine’s perm was wrapped very tightly and all the perm rods were in exact, symmetrical rows. Ms. Hilda swathed Charmaine’s perm snugly with a cotton gauze. Then she carefully applied the pungent perm solution.
Checking to see if there was an available hair drier, Ms. Hilda then put Charmaine in a bright pink perm cap, before seating her under a warm dryer and setting the timer for ten minutes. As the dryer warmed Charmaine sniffed the scent of the perm lotion and felt the covered perm tightening on the wave rods.
          Ms. Hilda checked Charmaine underneath the dryer and declared that the permed curls were perfectly formed. Charmaine’s locks were rinsed of the perm solution and the neutralizer added. About that time a young pretty, teen boy, wearing a girlish romper and high heeled sandals, entered the salon with what turned out to be his mother and older sister.
     He began to fuss about not wanting to have his hair done. “Tonette, we are all going to have our hair done together. You will be going first as I want to be certain you are behaving yourself. Just then Ms. Hilda walked over to the trio. (Continued two pages down.)


   
Above: Charmaine Smiling Blissfully as Ms. Hilda swathes her netted permanent wave with a bright, pink, Girly Perm Cap.


Above: Charmaine rolled up on waving rods. She primly awaits the cotton gauze draping and the perming solution.

      “Ms. Chenille I am so pleased to see you. This must be Tonette? Tonette, come with me this instant to my office,” said Ms. Hilda virtually dragging the indulgent boy by his wrist. “Tonette” was possibly 16 or 17 years of age.
     “Wait, my name is not Tonette! I don’t want to come with you lady!” Tonette mewled. Big mistake. The door to Ms. Hilda’s office closed and only one more squeal, then a yelp was heard from Tonette. One could hear Ms. Hilda’s throaty, staccato, contralto, as she scolded the boy, but the words weren’t quite clear.
      After less than five minutes “Miss” Tonette was being led by his hand as Ms. Hilda propelled him to his mother, college age, older sister and his assigned stylist. “Tonette, what do you have to say to your mommy?” Hilda asked.
     “Mommy, I want to get a pretty trim, and roller set just like you and Danica. Please? Can I go with my hairdresser now mommy?” Tonette asked as she took the ends of her Romper and curtseyed. Later, as Charmaine was being seated for her comb-out, she saw Tonette, being netted, just before she went under the hairdryer.
      Finally, Hilda rinsed the last of the neutralizer from Charmaine’s wet hair. She rubbed it dry with a towel and decided to do Charmaine’s cosmetics first. She used very soft pink, lipstick, blush and shadow. She penciled in Charmaine’s brows with a light red pencil.
     She removed the costume jewelry studs and presented Charmaine with a set of dangling ceramic earrings with coral inlays. “These are a gift from your benefactress, Ms. Claire Danforth. She personally brought these here this morning on her way to her office,” announced Hilda, to Charmaine’s glee.
     “Let me retrieve a full can of hair lacquer. I’m now ready to comb you out and apply a generous final spraying,” said Ms. Hilda.

Above: “Tonette” is netted by his hair stylist after receiving a tight roller setting. Don’t we all agree with some lipstick, blush and eyeshadow, he’ll make a very pretty girl?

      While Ms. Valentina looked on Ms. Hilda used a blow dryer, teasing comb, sculpting gel and hair spray to volume Charmaine’s perm into a full, poufy, bubble-do. Charmaine looked very pretty, and she knew it as she gazed into the mirror. Gone were her feelings of being inadequately male, or female.
     She knew, she’d never again want to be a male. She sympathized with the teen boy, aptly named “Tonette” who, obviously too pretty to be a boy, had struggled to fit in earlier at the beauty parlor. She knew both he and she belonged in a beauty salon right now. As well, Charmaine she belonged to her mentor, Claire Danforth and the aspiring sissy boy to his mommy.
     Happily, as Charmaine left the salon she looked over to the styling station she had just exited and saw “Tonette” seated, smiling slightly, and self-consciously. He was very delicately patting his brush rollers in his roller set tresses.

Above: A subdued “Tonette” primly patting his roller set and contemplating the extent of today’s makeover.

      Charmaine was glad to be going back to her aunt’s residence. She wondered when she would next see Claire. Ms. Hilda warned her not to wash her hair until late Sunday evening and use a mild shampoo and a crème rinse so as not to ruin her perm.
     Ms. Valentina said her goodbye’s immediately inside the front door. “You may always phone me Charmaine. I will communicate and assign your lessons to you via texts and emails. My course outline will follow the course you received from Madame Angelina’s,” said her Governess.
Below: Charmaine Displays Her Perm After Leaving the Salon


     Alone in her boudoir Charmaine preened and primped in front of a full-length mirror. She hoped soon Claire would contact her. She planned on sleeping with a hairnet that evening, after using extra hair spray. More and more she was becoming a girly girl.

Chapter V: Office Pet

     Alicia Mannerly had made certain all the ladies at her office were well aware of Charles’s conversion to Charmaine. And, as well, that the ladies were, at the very least, comfortable with her nephew coming to work as her new niece Charmaine. Everyone at Mannerly Luxury Properties, for years, had known Charles was a sheltered sissy boy, and a true mummy’s sissy, even if his mummy figure was his Auntie Alicia.
     So, no one was really surprised that Charles was finally coming out as a girl named Charmaine. In fact, they were relieved. None were certain they’d wanted a male around the office, even a swishy, sissy male like Charles. It would be much better, agreed the all-female staff of Mannerly Luxury Properties, if Alicia and Phyllis were 100% successful in their complete transformation of Charles into Charmaine.
     Indeed, Alicia and Phyllis prepared Charmaine for her first day at the office as if she was a debutante being readied for her society unveiling. Her clothing, footwear and foundation garments were laid out the night prior. She was made to bathe in oils and scented bubbles.
    Her hair was carefully shampooed, and crème rinsed. Then, using small sized brush rollers and setting gel, Alicia and Phyllis took turns properly rolling Charmaine’s hair and finally, appropriately netting it for sleeping. The soft curly perm look could wait.
     Perms lasted for months and the ladies at the office would get plenty of chances to see Charmaine’s curly permed “do”. Only a very special stylization and outfitting would be appropriate for Charmaine’s entry into the workplace.
    Just before she was dressed for bed, Charmaine was lavished head to toe in scented skin conditioners, body lotions and moisturizers. She felt like an overtly indulged Princess. Nervous about the next day, she was given a Valium and she slept as the true sissy baby she had become.
     She awoke to Auntie and Phyllis drawing back her shades. They took exquisite care dressing Charmaine. Her foundation wear came first. She’d already been butt-plugged. She had her nuts chilled and stuffed inside her. Then she was swaddled into a long line girdle at bedtime.
 
Below: Charmaine her first day to work. A boldly coiled voluminous Beehive with elegant swooping bangs. So daring!

     A tight waist cinch came first. Then an uplift brassiere which Phyllis remarked was now a B-Cup. The hormones, collagen breast massage, and corseting were obviously all working, properly. Black seamed hosiery were attached to the garter straps of her long line panty girdle.
     Charmaine slithered into a very slimming, patterned, corduroy mid-thigh hobble skirt. Next a beige camisole top was lowered over her slender torso. A patterned corduroy suit coat which matched her skirt was next. Then she was seated at her vanity for hair and makeup.
     Phyllis and Alicia were taking turns helping Charmaine with her morning dressing, so they could also prepare for work. Phyllis began plucking the many small rollers from Charmaine’s hair. She massaged in styling gel and gave her hair a deft scenting with hairspray.
     Phyllis worked feverishly to fashion a truly magical hairstyle. Charmaine’s hair was wound into a voluminous coiled Beehive, with daring, elegant sweeping bangs. Phyllis finished her “do” off with a healthy spritzing of lacquer.
      Phyllis then took a satiny, cream colored scarf and wrapped it around Charmaine’s throat, leaving a slight tail behind Charmaine’s right shoulder to balance off the sweeping bangs to the left of her face. Lastly, she attached long, triangular gold earrings, with opal inlays.
     Alicia stood back to look at the cosmetic masterpiece she’d created on Charmaine’s face. She’d used a blend of sheer foundation and translucent powder to give Charmaine’s face a soft, pastel look. She used a pink eyeshadow to highlight Charmaine’s beautiful soft blue eyes.
     To contrast the unembellished, vapid look she highlighted her eyebrows with a dark brown pencil and finished her lips in a deep, red velvet matte lipstick. She then gave Charmaine a heavy misting with Joy by Jean Patou.
      Charmaine was so overcome by her appearance she had to be helped into her 4-inch black high heel pumps. Her aunt took her by the hand and escorted her into the Audi.
     As she made her way up the walkaway to the office building she did everything she could to remember what Ms. Valentina had taught her about her decorum. As she sashayed past the outer reception desk she smiled, puckered her lips, and wiggled her fingers as she greeted people. She’d begun to feel truly girlish and feminine from all the compliments she received and added an even more demonstrative wiggle to her hips.
     When she finally seated herself in her aunt’s outer office, she relaxed as Phyllis’s admin brought her Alicia’s appointment docket for the day. “Thank you, Pamela. I do so appreciate any help you might give me. My, that’s a lovely skirt and blouse set you’re wearing today,” Charmaine smiled.
     “Charmaine you are a vision of gorgeousness this morning. You have transitioned so, so, beautifully and we are all so very, very proud of you! We are 100% behind your decision to feminize, and we all agree you have already become an absolutely lovely female,” said Pamela, kissing Charmaine’s cheek.
     Charmaine was overcome with emotion. She stood up and hugged Pamela, choking up. “Oh goodness Pamela, that means so much to me! Oh thank you. I was so afraid I’d appear less than, if you know what I mean?” Charmaine sighed.
    “Absolutely not. If anything, you just might be the most stunning female in the office right now. First chance we can get, let’s do some shopping and lunch honey. I need to get to work. Phyllis can be so demanding of me,” Pamela joked.
     Charmaine adjusted to the system of taking her aunt’s calls, putting through the important ones and sifting through her appointments. Around 1PM Phyllis and Alicia headed out for a luncheon.
     “You can let my calls roll over to voice mail dear. You are having a special visitor, so you’ll be having lunch a little later. Oh look, here’s your visitor now. Hello Claire, she’s in the office. Lock the door behind you for privacy,” smiled Alicia.
     Charmaine was quite surprised. She stood up and wiggled prettily to the door as Claire entered. Claire then locked the door behind her. Claire stared at Charmaine lustfully. Charmaine could feel the desire. She blushed and greeted Claire.
     “Oh Ms. Claire, this is such a very pleasant surprise. I feel so privileged. I know just how very busy you are,” dithered Charmaine, touching her cleavage and brushing one of her breasts deftly.
     Claire hugged her greedily and stepped back. “I knew you’d be turned out elegantly. I will be so proud showing you off, my lovely demoiselle. And I would not miss this occasion for anything. Charmaine, you must kneel for me and close your eyes. Here, I’ll assist you,” said Claire gallantly.
    “Now extend your left hand with your stylish fingers spread. Just hold still briefly dear,” said Claire as she slipped a diamond engagement ring on Charmaine’s ring finger. Charmaine felt the ring tighten and cooed prettily.
     “Oh, my gracious Claire, I could cry my darling! Oh, my stars, but you’ve made me feel so very, very special dearest Claire! Oh, this is such an emotional moment for me, I could swoon! Oh, heavens what is happening to me?” Charmaine exclaimed in her extreme effeminacy.
     “And yes, I’ll bet you could cry, my delicate, sensitive, girlish, little butterfly. Well you may have a good girly cry if you so desire my dainty, prim, passion flower. Stand up and come with me precious. I spoke to your auntie and she knows we were to be engaged today,” explained Claire, assisting her sissy to her feet and being certain she didn’t faint like a swooning Southern Belle.
     “Oh, dear but you are in an emotional tizzy, aren’t you? Here let’s sit you down. We may have to stop corseting you so tightly, my pet. Now, you and I are going to have lunch and your dear Auntie Alicia has given you the balance of the work day off. Surely, to be with me,” said Claire, patting Charmaine’s bottom.
     “We have so much to discuss. You do realize our being engaged necessitates we begin cohabitation, don’t you? Yes, you’ll have your very own little girl’s room, at my estate, but when I so desire, you will share my bed,” stated Claire.
     “Oh my, so much to do! Dare we loosen my waist cinch though darling? I do so want to keep my waist, svelte and slender for you,” smiled Charmaine.
     “Oh, you’re just so thoughtful, my love,” smiled Claire.
    Claire realized absolutely that the emotional changes occurring in Charmaine’s disposition were the product of the female hormone dosages coursing thru her increasingly girlish body.
     “Now, you won’t begin moving in until this Saturday morning, but we hope to have your move finalized by the end of that day. Come princess. We have reservations at Ristorante Piccolo,” said Claire as she took hold of her precious angel’s well-manicured hand.
     At Ristorante Piccolo Claire motioned to the hostess for only one menu. The well-disciplined Charmaine remained perched in her seat in rapt attention to her Mistress as Claire ordered for both of them.
     “My fiancée and I were just engaged. So, for desert I am going to permit her two tablespoons of No Sugar Added, Mint Chocolate Chip Ice Cream. She can be absolutely fanatical about her slim waistline. Charmaine dear, I’m also going to permit you to split a Sushi appetizer with me,” Claire said as the waitress looked on amusedly.
     For herself, Claire decided on the grilled salmon with two vegetable sides. For Charmaine she ordered the Chef Salad with chopped tuna steak. Claire chose unsweetened mint iced tea. As she planned on an afternoon of uninhibited sex, she ordered a glass of white wine for Charmaine.
     The wine would not be the only lubricant she planned on employing but it was a start. As the meal progressed and the betrothed couple chatted, Claire decided to have the waitress bring Charmaine a second glass of wine.
     Claire didn’t want her fiancée to be a sloppily drunken slut, but a certain amount of inebriation would be necessary for Charmaine to easily accept what Claire was planning to do to her rectum.
     Claire tested the waters, smiling, she softly asked, “Darling are you properly plugged today?”
     “Yes, dear. I have been douched, plugged, and worn a sanitary napkin, in front, and rear, every day since we were last together. I am so very ready for you darling. I am dripping and oozing my dear,” whispered Charmaine, wearing a silly smile and with glazed eyes.
     Claire then decided not to give her date any more wine until they arrived at Claire’s home. Thus far, Charmaine had been quite the easy sissy to break in, though Claire thought she might anticipate minor disciplinary measures going forward.
     With lunch and drinks paid for, Claire left a handsome tip and proceeded to her beautiful home. She had dismissed her staff until 10 AM tomorrow. Her maid, female chef, and lady gardener lived in a large guest cottage on the grounds of her inherited family estate.
     Claire could easily afford to support herself on her inheritance and investments. However, a job in the financial sector was to her, just another fun game for her to play.
     Before Claire and Charmaine would proceed to Claire’s perfumed boudoir, Claire poured Charmaine a third glass of wine, though she laced this one with a half shot of Tequila.
     Claire wasted no time in disrobing and instructed Charmaine to disrobe also. “Remove your plug. You may leave it in the sink in my bath after you rinse it. Then you will climb atop my bed, kneeling on all fours. I will prep your rectum and my strap-on dildo with some cool, jelly, lubricant,” Claire explained.
     “Here darling would you like another sip or two of white wine,” Claire smiled, holding up the glass of the Tequila-laced beverage. She wanted Charmaine as oblivious to the assault on her rectum as humanly possible.
     Charmaine imbibed of the beverage hungrily, to Claire’s amusement. As Claire massaged rectal lube into Charmaine’s anus she discussed the possibility of her sissy girl spending the evening.
     “Now darling, I might choose to keep you overnight here, with me. Fret not, as I will notify your Auntie as well as make certain you are at your workplace on time, Tuesday. I have oodles of pretty things for you to wear to beddy-bye and also for the office,” instructed Claire.
     “I even have a wide assortment of ladies’ sanitary napkins to insert in your ass-pussy and for you to use for penis leakage. You’ll need both after a long evening of randy sex with me. You’ll be sopping wet, and exuding, bodily and sex fluids as if you were an over-ripened peach,” Claire chuckled as she moved in behind Charmaine atop the mattress.
     Charmaine jiggled her buttocks as Claire entered her. Claire really wanted some sissy, ass-pussy, and she moved right in. Charmaine winced, took a huge breath and then exhaled, as Claire fully entered her. Claire wasted no time in buggering her lovely fiancée.
     Charmaine felt thoroughly pegged and ravaged. She was surprised when Claire pulled out and turned Charmaine onto her back. “Oh, Mistress Claire, did I do something wrong?” Charmaine exclaimed.
     “No precious. I want you to suck my cunt though. Move your head a little lower on the mattress. That’s it, right there! Now suck my pussy girl!” Claire shouted, and her girl got right to work.
     Later, Claire lay, sexually sated with Charmaine curled up in her arms, squirming from the fact, that Claire had left the very horny Charmaine hanging without sexual release. Claire would get around to Charmaine, but in due time.
     Claire prided herself on being a very selfish lover. Her sexual satisfaction was of the utmost importance. Her partner, whether a submissive lesbian or feminized sissy, could wait their turn. In this case, she was thinking up a way to provide Charmaine a climax and at the same time amuse herself.
     “Charmaine, I know you are aware of how to kneel properly on all fours. You have done it quite well and very prettily, every time we’ve been together. That’s my girl. Now while you kneel like a pretty French Poodle, I will masturbate you,” said Claire as she used a well-lubed hand to slide up and down Charmaine’s small penis.
    Charmaine was ecstatic. She so badly wanted to be stroked and fondled. She closed her eyes dreamily as Claire whispered softly to her. “Mommy is going to milk all the sissy cream from her baby girl. Oh my, sweet little sissy Charmaine is going to spurt her sissy juice for her Mommy, isn’t she?” Claire fussed.
     Charmaine couldn’t hold back and began squeaking, “Oh thank you Mommy Claire!” Charmaine spurted wildly, and it was all Claire could do to keep the sperm from getting all over her freshly changed satin sheets. Luckily, at the bedside table was Charmaine’s half full glass of white wine and tequila. Claire drained as much of the sissy discharge as possible into the glass.
     After a time, when Charmaine regained her composure and again snuggled with her Mistress, Claire again reached for the glass. “We are both going to have a nice afternoon nap and I want you sufficiently sedated. Finish your wine for Mumsie Claire, darling,” smiled Claire as she handed the sissy the wineglass.
    As Charmaine sipped greedily, she suddenly saw one of her sperm globules floating in the glass. “Is this my discharge, Madame Claire?” Charmaine begged.
     “Yes, it is. Drink it, I said!” Claire ordered abruptly. The sissy did not hesitate. She drank every last salty, Tequila embellished drop of the beverage and lay down. Her coiled, beehive “do” laid softly upon her lover’s shoulder. Charmaine slept the deep sleep, of a sated, intoxicated sissy.

Chapter VI: Second Thoughts Darling? Not!
     As any sissy would, when firmly under the control of a Mistress, Charmaine fell into a ritual of mindless conformity to Claire’s requirements. She would prettify herself for her workday, changing out of any item her Mistress didn’t fully approve of.
     Every stich of clothing, every hairstyle, every carefully applied tube of lipstick had to pass Claire’s scrutiny. Then Charmaine would spend her entire workday pleasing Auntie and Phyllis. She’d check her face in her compact, properly smooth her skirts, and mince perfectly into their offices when called.
     She ate a light lunch, which might have starved a kitten, in order to keep her waistline perfectly girlish 22 inches. She wore the highest of heels and the most heavily wired of uplift brassieres. Precisely at 3 PM, she would be driven to her new home at Claire’s estate.
     Though Claire had taken her to the office, Pamela, Phyllis’s secretary would drive her home. In this way, Charmaine could assist the Chef, Priscilla, with the preparation of the evening meal. She would also assist the maid, Suzanne, with the serving of the meal. She would seat herself once Claire was satisfied.
   
      Seated primly she would inquire of Claire’s day at the office. Later, in the den, she would serve Claire a Benedictine and Brandy, as she massaged Claire’s tired feet with lotion. Should Claire desire Charmaine for the evening’s sexual entertainment, Claire would announce, “You shall bathe and prettify yourself, Charmaine. I require your presence in my boudoir, darling.”
     Of an evening when Claire might be tired and bored, and want to sleep alone, she would simply instruct her Charmaine to, “Remember to set your hair and apply facial moisturizer dear. Please awake me at the usual hour.”
     Typically for a sissy, Charmaine adored both her Mistress and her well-ordered, regimented life. Of course, there were any number of weekend trips, Saturday evenings at the Country Club, and entertaining any number of Claire’s very special female friends.
     So along with the regimentation there remained the excitement of being Ms. Claire Danforth’s future bride, concubine and fiancée. The seemingly never-ending shopping trips to dress shops, and visits to the beauty salon kept Charmaine as well coiffed and well turned out as any emasculated sissy could possibly desire.
     Charmaine was exceedingly thrilled about this upcoming Saturday, though. She would be accompanying her dearest Claire to her ladies’ club for a luncheon, soiree and lecture by two speakers that were visiting the West Coast from New York. How very exciting that would be!
     As the masculine dressed, female valet took their auto, Charmaine minced along with Claire holding hands. Charmaine giddily enjoyed all the glamourous females that greeted her wealthy benefactress. Claire was quite popular at her Cassandra Sisterhood ladies’ society.
     The luncheon was an elegant buffet and Charmaine ate lightly, worrisome of the calories from the rich food. Out of the corner of her eye, she saw a very sweet, young female (if indeed this person was a female)? The girl looked very familiar, though was it possible she had a different hair color?
    And where would Charmaine know her from? Hilda’s salon possibly? But she couldn’t place her. The young girl wore a black linen romper, with white ankle socks and Mary Jane styled two-inch heels. She had a lovely head of very shiny red hair. Her red hair was styled in a very full, bubble perm.
    The girl’s makeup was soft, and matte styled with pink lipstick, fluffy eye shadow and red brow pencil. She had an over-the-shoulder purse. She held hands with a very striking dark haired, very confident female.
     The girl seemed shy and nervous. She acted out of place and deferred to the more mature female with her. Charmaine was still wondering where she had seen her when Claire noticed her interest. “Well, you seen very interested in my dear friend, Vivian Morel? I’m speaking of the dark-haired woman with the pretty red-haired companion,” glared Claire.
     “No darling. I’m so very sorry. I was preoccupied with the young girl. I’ve seen her somewhere, possibly at length, but I can’t place her. It’s more her face though, and her innocence. The way she acts reluctant and out of place. If anything is different it would be her hair color, I think. I’d never stare at another woman Claire. Never, my dear,” sighed Charmaine.
     “Well let’s speak with them. I haven’t seen Vivian in weeks. We’ll see if you do know her young companion. Vivian is my age. We attended business school together. Vivian darling, it’s been too long!” Claire exclaimed.
     The “Sisters” greeted each other. Vivian checked out Claire’s companion as Claire looked up and down the leggy teen with Vivian. After they chatted for a while Claire introduced Charmaine.
     “Vivian, I’d like you to meet my fiancée, Charmaine Brightly. She’s the niece of Alicia Mannerly. Charmaine thinks she may have met your companion somewhere, Vivian,” smiled Claire.
     “Well, this is the daughter of a very good friend. She turned eighteen yesterday. I had the privilege of taking her to Hilda’s salon today. She had her hair colored there two weeks ago. So today, I treated her to her very first permanent wave,” smiled Vivian.
     “Ladies, I want you to meet Miss Tonette Chenille,” said Vivian.

Above: “Tonette” Chenille. The sissy boy Charmaine saw, reluctantly getting a roller set at Hilda’s when Charmaine got her perm. Her hair was now, dyed red and spiral permed.


Above: Tonette when Charmaine first saw her at Hilda’s.

     Now Charmaine recalled where she had seen this girl! It was Tonette from Hilda’s salon. Charmaine had been getting a perm and Tonette was with her older sister and mother. Tonette had been forced by Ms. Hilda, after being taken into her office, to get a roller set.
     Now the eighteen-year-old boy was accompanying his mother’s friend to a ladies’ club luncheon, fully made up, dressed and coiffed as a female. “So, have you seen Tonette before, Charmaine?” Claire asked.
    “Well yes. We were both at Hilda’s. I was getting a perm, and Tonette was with her mother and sister and received a roller set, as I recall,” blushed Charmaine. Tonette seemed embarrassed to be recognized, especially from that occasion.
     Tonette knew where she was, and why she was there, so she guessed that Charmaine, like her, was a forcibly emasculated sissy. Both sissies were instructed by their Mistresses to greet one another.
    They first had to delicately extend their hands, with their wrists limp, hold each other’s fingertips daintily and say, “Hello it is so wonderful to see you again.”
     Then they were made to embrace and hug, before giving each other a soft, cute, sissy-kissy on the mouth with closed, puckered lips. The completely embarrassed sissies could barely keep their composure after having to complete this crushing task.
     Surprisingly, Charmaine heard her Cousin Phyllis’s voice. She knew Auntie was out of town with Pamela, on business. She was surprised that Phyllis was at the Cassandra Club today.
     “Ladies, just a heads up. The lectures will be starting in ten minutes. We have two very special speakers today and we suspect you will enjoy them immensely,” Phyllis announced.
     Ten minutes later, when Phyllis moved to the podium, Charmaine and Claire were seated in the front row, with Charmaine to Claire’s left. Seated to the right of Claire was her good friend, Vivian. To Vivian’s right was her companion, Tonette. Vivian was gripping Tonette’s hand quite firmly.
     It appeared to Charmaine that if Vivian were not gripping Tonette’s hand she would run from the room, screaming for help.
    “Thank you, ladies. We hope you’ve enjoyed the buffet, the chat, and refreshments. We have two excellent speakers today in the continuation of our Matriarchal Society series. They are here in California, vacationing from their homes in New York,” began Phyllis.
     “They have so graciously agreed to spend a portion out of their vacation with us today. Here on the West coast we have some very fine Cassandra run schools as well as truly excellent Cassandra affiliated schools we can be very proud of. These schools take our troubled, bad little boys and train them to be perfect little ladies,” added Phyllis, to some cheerful laughter from the audience.
     “I have visited the school in New York, owned and operated by our next guest. It is a school that the Cassandra Sisterhood is very proud to have as an affiliate. It is aptly named, Madame Angelina’s Academy for Advanced Femininity Studies,” said Phyllis to her mostly smiling audience.
     “I have to say, it’s one of the finest schools I know of, that is solely dedicated to the feminization, emasculation and disciplining of our society’s unruly, but salvageable members, of our weaker, dumber sex. Ladies, and sissy companions, Madame Angelina Marks!” Phyllis exclaimed.
     The applause was raucous and spirited. Many women were on their feet. Claire motioned for Charmaine to stand and applaud and wasn’t happy she needed to do that. Vivian did not stand as she still needed to keep Tonette as a seated captive.
    Charmaine did glance over at Tonette and could see the anxiety in Tonette’s eyes that Charmaine occasionally felt. Charmaine seated herself as the ladies did. Madame Angelina smiled.
     “Thank you, Sister Phyllis. Thank you, all my lovely Sisters, seated before me. I wonder if our esteemed founder, Cassandra Winthrop, could have possibly envisioned a meeting of this size, of like-minded assertive women, following in her footsteps. Her, and three other women had set up a ‘safe house’ off campus and were in the process of feminizing Cassandra’s errant suitor, along with the unruly, younger brother of one of the other women,” said Angelina.
     “Yet, when other ladies on campus, including some of the faculty, saw those two sissified lovelies, serving demurely at a ladies’ tea, they decided there was more to this fledging society then really met the eye,” smiled Angelina.
     Angelina went on to discuss a brief history of Cassandra as well as her school, other Cassandra facilities, and the work of the society in general. It wasn’t until the next speaker; Mater Esmerelda Brixton began her dissertation that there was a disruption.
    Young Tonette Chenille pushed away the hand of her mentor Vivian Morel, and broke free from her iron grip. As Vivian tried to take her in hand, Tonette struck her, yelling, and exclaiming, “You’re all a bunch of crazy bitches! Help me! I’m being turned into a girl against my will!”
    She attempted to run from the meeting room, however, she still wasn’t really used to even walking in her high heeled Mary Janes. Running was out of the question. She was summarily accosted by two mannishly dressed female security guards.
     Handcuffed she was pulled into the security office where the screaming sissy boy was finally muzzled with a ball gag. Vivian was allowed into the office where she contacted his mother.
     “No, I don’t think simple engagement into things feminine will work, at this stage, Ms. Chenille. As I told you I find her very attractive with huge potential. I would gladly pay her first year of tuition at the Winthrop Academy outside of San Francisco. She needs to be fully immersed, and shrouded with femininity,” offered Vivian.
     “Well right now she is sedated, gagged and restrained. So, it would be a simple matter of me taking her to my residence. There between me, a female clinician friend of mine and my domestic staff, we would be keeping Tonette properly cowed and compliant. Until the time I can get your daughter admitted to the dispensary at Winthrop,” Vivian explained.
     “Yes ma’am, as I’ve said before, within three months you would see a striking improvement. In six months I dare say she’d be unrecognizable to anyone, including, possibly even your family,” smiled Vivian.
     “Yes ma’am. I’ll see to it this instant Ms. Chenille. I will keep you and your daughter Danica informed up to the minute when possible,” agreed Vivian. As Vivian disconnected from that call, she made three others. One to her female “clinician” friend. Another to the head of her domestic staff. The third call went to one of her contacts at the Winthrop Academy outside of San Francisco.
     Within the meeting room, calm had been restored and Mater Esmerelda resumed her discourse. Later, both guests, Esmerelda and Angelina, took part in a question and answer session. Lastly as the ladies enjoyed tea and dessert, the two speakers moved among the crowd meeting the various members.
     Claire saw to it that her fiancée, Charmaine was introduced to both ladies for their viewing pleasure. When Charmaine wasn’t occupied she glanced around the room looking for both Vivian and Tonette. She didn’t see either.
     On the drive to Claire’s estate, she asked Claire, “What ever happened to Tonette and Vivian? I do hope the young lady isn’t disciplined too harshly. From my observations she was merely confused and panicky,” simpered Charmaine.
    “Oh really? Is that all? I dare say her conduct was disrespectful and detestable. She completely embarrassed both herself and my dear friend Vivian. I hope either Vivian or the girl’s mother takes her fully to task,” scoffed Claire.
     “Had that been you, I can assure you I’d have you tied to one of the posts of my four-poster bed. Then I would thoroughly humiliate you, by having my maid, strop your ass convincingly,” threatened Claire.
     Charmaine was put off by Claire’s vehemence. She huffily turned away pursing her lips, before she made the mistake of saying, “I couldn’t disagree more. Tonette should have never been in that room. I was bathed in femininity from the time I was ten or twelve. By the time I was thirteen I was regularly getting roller sets and perms,” Charmaine argued.
     “That poor child has only recently begun feminization, long after it might be wise to attempt it. Then to hear not one but two rabid feminists espousing the full emasculation of the weaker gender, surrounded by ardent supporters and their effeminate escorts, was just inappropriate,” Charmaine blurted.
     “You are a cheeky little bitch, aren’t you? You have the impertinence to insult me, my dear, dear friend, and the Cassandra Sisterhood, all in the same breath? Well dear heart, you have just earned yourself an afternoon and evening of consequences. You will immediately go to your room when we arrive home!” Claire spouted.
     Charmaine again rudely turned away from her Mistress and looked out the car window. She alighted from the car and minced-marched herself upstairs to her room. She was seething until the moment Claire entered the room, with her maid Suzanne and her gardener Crystal. It was Saturday, their day off and they had been given permission to sun themselves at their Mistress’s pool.
    They were comfortably attired in shorts, halter tops and flip-flops. Charmaine would hardly be an athletic match for them, even if she wasn’t in her wrap-around hobble skirt and four-inch high-heels. Suzanne held a bunch of ribbons in her hands. Claire held her favorite razor strop.
    “Tie the despicable little wench to the bedpost with the ribbons. Fasten her snugly. Pull off her skirt but see to it she’s still standing in her heels. Then slide down her girdle,” announced Claire.
     “Oh! Don’t either of you dare touch me! Claire you cannot have them do this. I only expressed my opinion. Have I not a mind of my own? Stop this, this instant I say!” Charmaine exclaimed as Crystal and Suzanne completely ignored her.
     Charmaine was now standing, wrist and hands, tied high over her head, to one of her bed posts. Her ankles were also tied snugly together, to the bottom of the bed post. This prevented her from kicking her legs. Her skirt was stripped off of her, and her fussy girdle, with its sissy ruffles was down around her knees. She began to sob.
     “To answer your question, no, you don’t have a mind of your own. You are a sissy. You are also a future Cassandra sissy wife and you may as well consider yourself, my property. To insult me, my friends, or the Cassandra Society is taboo and punishable by numerous reprimands,” insisted Claire.
     “The first of this evening’s penalties will be a thorough stropping of your ass. Crystal would you do the honors, please? Give her a dozen. Spread them evenly between her butt cheeks and thighs,” Claire ordered.
     “Surely Ms. Claire. I would love to. Please tell me if I’m laying the stripes on too terribly hard, or too very many,” Crystal the gardener laughed.
     Suzanne the maid was tallish and stout. Crystal however though shorter, was much more sturdily compact. She had well-defined biceps from her digging, planting, raking, and other gardening duties.
     She ended up giving the bare butt of Charmaine, twelve very vigorous strokes of the razor strop. Charmaine’s screams and shouts, echoed through the rest of the vacant house, as the chef was out shopping.
     There were three strokes to each buttock, and another three, very well laid stripes to each thigh. Charmaine was sobbing nearly hysterically when the stropping was over.
     “Leave her tied in place and let her contemplate the error of her disrespectful ways. Suzanne, when I tell you to take her down, she can write sentences for us, as if she were a bad-mannered school-girl,” scoffed Claire.
     As Claire had ordered, Charmaine was untied and allowed to pull her girdle up. The she seated herself at a desk in the hall outside her room. Suzanne stood over her and instructed her to, “Write, in beautiful feminine script, the following sentence, three hundred times.”
     “I will never again insult my future Master Claire, her friends, or the Cassandra Sisterhood,” spoke Suzanne.
     “When they are complete, you will take them to your future Master Claire, for her approval. She is in her sitting room. She will then give you your next consequence,” said Suzanne.
     Quite some time later, Claire stood in front of Master Claire. She was still without her skirt, and stood in her blouse, girdle and heels. Claire looked over the sentences, especially the fluttery, flowery penmanship.
     “Well it’s a start. You have begun to acquit yourself somewhat. Now, you will bathe, dress prettily as if you and I were going to bed together, though we are not sleeping together this evening. Then set your hair and give yourself a facial,” instructed Claire.
     “Make certain your tresses are properly netted. Then read chapter three of the Cassandra Handbook that is now on the hall desk. You may not lounge in your bed while reading. You will sit at your vanity. I will be having supper, which you will not be having this evening. As you can see I’m treating you as if you were an insolent child,” smiled Claire.
     “The chapter is entitled ‘Proper Conduct for a Cassandra Sissy Wife’. When you have completed reading it, you may come here to the sitting room and answer questions for me. If I have not yet returned, you will remain awaiting me while standing in a pair of four-inch Marabou’s,” Claire said as she dismissed her errant paramour.
     Indeed, Charmaine returned and did have to await Claire. When Claire returned with a Brandy glass in hand, she quizzed Charmaine on the chapter she’d just read.
     Charmaine stood submissively, hands in front of her, eyes lowered. She punctuated every answer with the words, “My Dearest Master.”
     She breathed a sigh of relief when her quiz was completed. She smiled happily only to have her hopes of a reconciliation dashed, when her Master Claire announced;
      “It is 7PM. You will be in bed with your lights off by the babyish hour of 730 PM. When you do awaken, you will dress as my maid for the day. It will be Sunday. The staff is off. You already owe them time for taking them away from sunning by the pool this afternoon,” Claire explained.
     “This coming Friday you will perform the maid’s regular duties as I will be giving her off. Next Friday you will serve as my gardener. Let this be a lesson to you Charmaine! Don’t ever cross me, never, ever, again. You will regret every moment after that, if indeed you do,” hissed Claire Danforth.
     Indeed, Charmaine sobbed herself to sleep that evening, and spent Sunday, mincing, groveling and serving her Master. Two Fridays later, after a long day of gardening she took a steamy hot bath. As she was toweling off, the maid’s voice came from outside her boudoir door. “Miss Charmaine. The Master requires your presence at evening meal. You are to dress, apply makeup and coiffure, appropriately,” announced Suzanne.
     Charmaine was indeed excited. She quickly rolled her wet hair onto hot rollers with copious setting lotion. After toweling she used powder and perfume to heavily scent her body. She used extra moisturizer on her skin. In case Master Claire wanted to take her rectally, she douched and inserted a butt plug.
     Then she shinnied into a long line panty girdle. Before she could choose a dress, shoes, or skirt and blouse, Suzanne the maid knocked on her door.
     “Miss Charmaine. Miss Claire has instructed me to assist you with your hair, cosmetics application, as well as your wardrobing,” said Suzanne waltzing into Charmaine’s room and looking into her lingerie drawer.
     “This uplift brassiere will be appropriate enough. Attach the seamed hosiery to your garters please. Now let Suzanne choose shoes and a gown for you. Then I’ll do your hair and makeup Missy Charmaine,” ordered Suzanne, pretentiously.
     Suzanne chose a black, backless, low cut gown, with a large bow at Charmaine’s left shoulder. She added matching ankle-strapped, four-inch heels for the future sissy bride to wear, to attend her Master at dinner. She pointed to the vanity bench and simply said, “Sit here, please.”
    She removed the hot rollers and with plenty of hair-spray, and the deft touch of a teasing brush, fashioned an attractive bouffant upsweep. Suzanne spent plenty of time on Charmaine’s eyes, face and lips. She darkened her eyes glamorously.
    Then she smoothed her complexion with foundation and reddened her cheeks. She used vivid red lipstick to enhance Charmaine’s sexiness. Lastly, she attached dangling jeweled earrings. “Your Master Claire awaits you miss. I will be down to serve dinner,” Suzanne added.
    Charmaine placed lipstick and a compact in a black, beaded clutch and minced delightfully to the dining room. She dared not simply sashay in. She knocked meekly at the doorway.
     “You may enter girl. There, stand there, posing, and let me look at you. Yes. An admirable job of attiring and coiffing yourself,” said Claire, seated in a mannish white suit with her hair pulled back in a chignon.
     “You may be seated. I’ll pour you a brandy. Before dinner there is something we need to discuss,” said Claire with frank seriousness.
      Charmaine sat wide-eyed and sipped her brandy. She awaited Claire’s pronouncement with trepidation.
    “I’m still displeased with your behavior after the Ladies’ club luncheon. I intend to fully investigate the cause and deal with it, both tactfully, and pragmatically. After discussion with your aunt, cousin, my dear friend Vivian Morel and my gynecologist, I’ve arrived at a tentative path to follow,” Claire explained.


Above: Charmaine arrives for dinner with Claire.

      “I have made an appointment for you, with my gynecologist, for this Monday at 9AM. What we all suspect, is that your sperm count might be too high and thereby, causes you to be frightfully insolent. You will be thoroughly examined by my GYN, Rebecca Colson and her RN, Jaclyn Canby,” Claire paused.
     “If as I believe, a high sperm count indeed, does exist, you will begin monthly hormone boosters with an added 26 days of daily hormone tablets to follow. After three days of abstinence, we’ll activate the same hormonal cycle, once again,” Claire continued.
    “If your insolence continues we will see to it that you are given added dosages of Testosterone blockers. I’m warning you to behave judiciously at Rebecca’s office, Charmaine,” Claire said sternly.
    “I had better not hear the slightest complaint from Rebecca. If I do, the discipline session given you for your last indiscretion, will seem like a picnic, when compared to what I will afford you upon the next go-around. Do you comprehend my sense of urgency, Charmaine?” Claire demanded succinctly.
    In the softest, meekest whimper, Charmaine quivered, “Yes Master Claire. I could not have possibly been more wrong to ever question you, your friend or your ladies’ club. I solemnly pledge, I will never dare repeat my shameful behavior, ever again.”
   With that, the begowned sissy stood up, minced to her Master, and knelt, kissing the toes of Claire’s high heels. “I beg of you Master Claire. Please forgive your pitiful slave girl. I will be terribly troubled without your generous forgiveness Madame!” Charmaine wept.
   “Please Charmaine. You are making a spectacle of yourself. Yes, of course I forgive you, my petulant child. On your feet. Here, hug me. There, that’s better. Now dry those tears and fix your face. That’s a good girl. Suzanne, we are ready to dine, please,” announced Claire, ringing the maid’s bell.
    “Oh, thank you so very much Master Claire. I really cannot exist without you my Master. The idea that you would be displeased with me, eats away at my fragile emotions. I’m evermore indebted you should pardon me Madame. I remain your loyal servant and slave girl,” Charmaine groveled vociferously.
    The soft banter between the reconciled couple was light and airy throughout dinner. They retired to the den for more brandy. For the evening, Claire had a raucous screwing planned for her charge She saw to it that Charmaine was pleasantly plied with ample alcoholic beverage.
    Claire motioned for Charmaine to sit on her lap. She’d excused Suzanne, her very loyal maid, for the evening. Taking the slender Charmaine in her arms, Claire French kissed her as well as squeezed one of her pert breasts. Charmaine bustled, delighted with the attention.
    Claire proceeded to commence undressing Charmaine in the den. She went so far as to unpin the naked Charmaine’s bouffant and fluff it into a sluttish mass of curlicues. She pinned Charmaine to the carpeting on top of several extra-large floor pillows.
    Charmaine was very stimulated. Her erection was bobbing in the air. Claire forced Charmaine to kneel and support herself doggy style. She lubricated Charmaine’s rectal opening until it was dripping with love oil.
    Then Claire readied a huge strap-on dildo. Charmaine was naked with the exception of her jeweled earrings and her four-inch, ankle strapped high-heels. In Claire’s estimation, the finest style of high-heels for a sissy to wear when she was going to be butt-pegged by her Master.
    After all, the strapped-on heels wouldn’t slide off if Master Claire wanted to grab and use them, as a way to anchor the sissy to the dildo. Claire fully intended to be demonstrably aggressive with her Nancy-girl this evening. What better way to display and relieve her frustration and displeasure with this annoyingly intractable, little sissy bitch.
   Charmaine was obediently kneeling on all fours, doggy-style. Her well-oiled, and well-used ass was perfectly presented to Claire. Claire mounted the simpering bitch and roughly entered her. The screech let out by Charmaine was music to Claire’s ears. “If she thinks this is humiliating, wait until she sees the gynecologist tomorrow,” thought Claire.
    Charmaine simpered noticeably as Claire butt-fucked her. She sniveled and shuddered at the roughness of the lovemaking but said nothing. She knew better at this point, which was an improvement as far as Claire was concerned. A sissy’s lot was to agonize in silence and thank her Master for life’s lessons.
    The rubber probes on the dildo, that contacted Claire’s pubes were starting to stimulate Claire’s clitoral region. In spite of the obvious discomfort, Charmaine was into the rhythm of Claire’s pounding and experiencing her own definitive pleasure.
    Of late, any probing of Charmaine’s sensitive prostrate, caused a conclusive arousal. So, despite her whimpering, Charmaine now sported a dripping erection.
     Claire reached around to Charmaine’s groin and gripped her distended penis. With a still, wet, lubricated hand she jerked up and down the sissy’s bloated penile shaft. Charmaine jerked violently and pushed back against Claire’s pelvic area.
    Claire loved it! She was ready to cum and increased the pressure on Charmaine’s prostrate. As Claire went into her climax, her sissy, Charmaine spurted her gooey, sissy cream. Claire squeezed her sissy’s dick as if to squish all the sperm out.
    Charmaine was the first to collapse onto the floor pillows. Claire let go of the sissy’s penis to allow her to. Then Claire laid on top of the sissy. Coming to her senses Claire stood up. The sissy turned over on her back and smiled at Claire.
   “Once you’ve cleaned this sperm covered mess up, shower and roll up your hair. Apply facial cream for the night. Suzanne will have laid out your clothing for your GYN visit. Your cousin, Phyllis, will be here at 8:15 to see to it that you arrive at the GYN office on time,” said Claire curtly as she turned and left the den.
     Charmaine whimpered when Master Claire was out of earshot. She then diligently followed Claire’s directives.

Chapter VII: Wedding Belts and Wedded Blisters

     As Claire had planned, Charmaine was seriously overdressed for her GYN visit and exam. Most women, knew enough to dress comfortably for the ease of undressing and comfort before, during and after the examination.
    No female in the waiting room at Rebecca Colson’s office was as elegantly attired and coiffed as Charmaine. Let alone wearing as much perfume, makeup or jewelry. From her skin tight mini-skirt, to her four-inch, patent leather pumps, Charmaine was attired to the nines.
    Her teased, coiled, French roll, was elaborate and her cosmetics were gaudily applied. Her cousin Phyllis had dropped her off and said, “Call me, when you’re ready to be picked up dear.” Then she had driven off.
   Charmaine minced in with her sizable, kitschy purse, hung over her shoulder. She checked in and seated herself. She was surprised when the RN, Jaclyn Canby called out, “Charmaine Danforth? This way please, Miss Danforth.”
   Claire had neglected to mention that all of Charmaine’s legal ID including driver’s license had recently been processed and was ready for pickup at Claire’s attorney’s office. She was now legally Charmaine Heloise Danforth, a transgendered female.
   Charmaine minced behind Nurse Jaclyn into the exam room. She was instructed to strip completely and slip into an exam robe. She blushed, as she realized her penis and scrotum would eventually be in full view of the Nurse and Doctor.
   “Don’t worry dear. We know all about you. We get more than a few Nancy-boys in here, for hormones, breast improving and consultations for sex-change surgery. There is a plentiful supply of girly-boys around these days,” said Nurse Canby to the blushing Charmaine.
   Undressed, and then dressed now, in an exam robe, Charmaine laid on the table, as Jaclyn placed her tiny feet in the stirrups. Jaclyn also propped Charmaine’s buttock up with a pillow. Then she strapped Charmaine’s feet and ankles snugly in the loops.
    “Raise your arms behind your head. All the way back, girl. That’s a daisy,” said the nurse. Then she lowered a set of straps with leather manacles that she fastened to Charmaine’s wrists. Then using a pulley, she snugged Charmaine’s arms, hands and wrists well above and behind her head.
    “Don’t be alarmed Princess. We are more careful with you sissies. We don’t want you running off down the halls, with your cock and balls dangling, and scaring all the ladies,” smiled Jaclyn.
    “Now you just wait there, and I’ll go get the Doctor,” remarked Nurse Canby.
    Charmaine was alarmed but she’d already been warned to not dare complain at all. The smiling Doctor and her smarmy RN returned. Rebecca Colson, GYN, was plump and attractive. She looked over Charmaine and opened the exam robe to explore first, her breasts and then her genitals.
    “Welcome Charmaine. Now I understand that, today we are going to check your sperm count, among other things. Maybe you’ve got a little too much testosterone and it’s causing you to be a bratty, snotty, little bitch? I know that you sissy-boys can get like that, and a busy woman like me or Claire really doesn’t need to put up with that shit, now do we?” Rebecca asked, not quite angrily, but determinedly.
    “Let’s look at your boobs first, though. Very nice. Maybe not quite a B-cup. I’d say, a little bit of estrogen could plump up both your tits and ass. Maybe a little collagen for your lips, huh? Now, let’s look at your penis,” said Rebecca, motioning for her RN to stand at the table’s end closest to Charmaine’s butt.
    “Let’s lubricate my fingers with some sterile lube. Nurse, would you ready the longest anal probe. We want to penetrate all the way to the prostrate, today. Here is a second tube of sterile gel. Use it liberally. We need to go way, way up her rectum to conduct the exam properly,” smiled Rebecca.
   The distressed Charmaine trembled as much from the touching of her penis and balls as she did from the forcible entry into her anus. She began closing her eyes and her pace of breathing increased. She was very obviously aroused, which helped any discomfort melt into the background.
   “Well it is quite obvious to me, from the rapid swelling of your penis that you have an elevated level of Testosterone as well as a raised sperm count. We’ll need to alter that with a monthly estrogen injection as well as daily hormone tablets. We’ll place you on a normal female cycle and have you lay off the tabs for three days prior to each booster shot,” explained Doctor Rebecca as she casually masturbated Charmaine and massaged her scrotum.
    “The discomfort you’ll feel during the three day off-cycle time will mimic a woman’s menstruation sequence.  Your breasts will grow, your hips will widen, and your hair will likely thicken,” explained Rebecca.
    All of this input seemed maddening to Charmaine, but she remained silent. Besides, the prostrate milking she was experiencing was beyond the pale. The Doctor noted her increasing passion and grabbed a sample cup. She motioned to her nurse.
    “Observe Jaclyn. I’ll let the first couple of spurts shoot out, before I catch most of the remaining ejaculate in this cup. Oops, it looks like she is climaxing right now. Keep up the prostrate massage,” said Rebecca.
     Charmaine gasped, and then mewled as her sperm poured forth, very heavily. Her back arched and she cried out, “Ooh Mummy!”
     This brought smiles to the faces of both Rebecca and Jaclyn. The climax was so intense for Charmaine she was very close to passing out and was still a little faint as Nurse Jaclyn cleaned her up.
    “She’s a perfect candidate for estrogen, Jaclyn. A real sissy. I don’t think I needed to masturbate her at all. Your prostrate massage and probe, was enough to make her spurt her semen profusely,” explained Doctor Rebecca.
    Rebecca readied a syringe of female hormones and injected it into Charmaine’s right hip. Charmaine felt airy and lightheaded, though she noted she was very relaxed. Once Rebecca and Jaclyn had finalized all their testing, Charmaine was unstrapped from the exam table.
    “You are now allowed to dress Charmaine. The dressing room is thru those doors. I hope you brought cosmetics and tonsorial items to fix your face and hair. Once you are fully clothed, Jaclyn will bring you to my office,” Rebecca announced.
    Charmaine slipped out of the exam robe and into a bra and panty girdle. She attached her stockings to the garters and slithered into her tight miniskirt. After dressing in her silk blouse, she put on her four-inch patent pumps. She carefully fixed her face. She took a small bottle of spritz she had in her purse and re-affixed the curls atop her upswept bouffant into a pleasing sassy pattern.
   Then she wiggled her way behind Jaclyn into Rebecca’s office. “You are a perfect candidate for a very strict regimen of hormone replacement therapy, Charmaine. Once a month you will have a standing appointment here,” explained Rebecca.
   “Each visit you will be masturbated, have your ball sac massaged and undergo intense prostrate milking. We want to get you to the point where the scrotum massage and penile manipulation are unneeded. With enough femme hormones you should easily ooze sperm with nothing more than a prostrate milking,” Rebecca added.
   “Beginning in the morning, tomorrow you will take one of these tablets each day. You’ll see there are only 26. On days 27 thru 29 you will not take any estrogen. Soon enough, you’ll have a mild to medium simulation of a female menstrual cycle. Primarily you’ll cramp and bloat, with some head and back aches,” Rebecca smiled.
   “Your booster shot, here, on day 30 should relieve that. After the second month, every booster shot should make you feel more juicy, sexy and sweet towards Claire. In a sexual way of course. You’ll appear more kittenish and loving. Very likely you’ll begin to idolize her,” grinned Rebecca.
    “Other side effects should be the sensation of being more emotional and a tendency to be more sensitive. You’ll learn to deal with it. All my girls do eventually. Why don’t you call Phyllis?” Rebecca suggested.
    Phyllis arrived. On the drive to Claire’s, Phyllis asked, “So are you going to be growing some big tits? I’m sure Claire will love it when she takes you to bed. She wants you home today to rest. Later this afternoon Suzanne will wake you to assist her with the housecleaning,” announced Phyllis.
   Indeed, in the days, weeks and months to follow, there would be many changes in Charmaine’s figure, emotions and lifestyle. First off, Claire requested that Aunty Alicia, reduce Charmaine’s work hours to 8 hours a day, Monday thru Wednesday.
    “I want Charmaine to learn more about housekeeping and cooking from Suzanne, the maid, and our chef, Celia. In fact, I’m not completely sure Charmaine is cut out for secretarial work at all. I’m thinking of taking her out of college completely and enrolling her in a beautician academy,” added Claire.
    In fact, Claire did act on her idea and Charmaine soon left work at her aunt’s realty offices to attend beauty school. She studied three days a week with Madame Hilda von Leipzig as a hairdressing trainee.
    The changes in Charmaine’s body were more noticeable. At the end of three months of hormone therapy her breasts were significantly larger, and she was on her way to a C-cup. Her hips were plumper and more pronounced.
    To more demonstrably exaggerate her figure, Claire took to having Suzanne put Charmaine into highly restrictive waist cinches on an every-other-day schedule. At first glance, the personality changes Charmaine underwent, were more obvious to the people around Charmaine, then to Charmaine herself.
    Charmaine become fussier with her hair, nails and makeup. Her appearance mattered to her more than ever. The first thing Charmaine noted was when her emotional responses became more delicate. At the end of her second month she got her very first menstrual cramps.
   Claire chastised her over the cell phone, one afternoon, about napping when she could be helping Suzanne with the laundry. Charmaine agreed and apologized. However, when they hung up their phones, Charmaine laid back down on her bed and had a good sissy cry, sobbing about Master Claire being mean.
   At the end of six months Charmaine was really becoming proud of her figure. Her bust look absolutely stunning when encased in an uplift brassiere. Her well rounded, plump hips were striking, especially when she was wearing a tightly fastened waist-cinch.
    Through a series of collagen shots, she’d been given at Hilda’s Salon, her lips were enviable, stylish and carnal. When she coated her mouth, with a wet-look, vermillion lip veneer, she quite nearly oozed sissy cream into her sanitary napkin.
   She felt quite comfortable when Claire told her they’d be going to Vivian Morel’s for a Cassandra Sisterhood get together. “I plan on showing you off to the girls. So, take great care with your appearance. I’m depending on you to make a good showing for me, Charmaine,” Claire cautioned.
   Indeed, Charmaine took hours making certain her look, was gorgeously and overly feminine. On the drive to Vivian’s Claire explained the party’s theme. “I’ll be announcing our wedding date, as will Vivian be announcing her nuptials,” Claire explained.
   “You see, you and I will be married in a double ceremony with Vivian and Tonette Chenille, in three months’ time.  Tonette will be there today and knows nothing of this. Her mother and sister will announce Tonette’s betrothal to Vivian in an arranged marriage,” smiled Claire.
   To say that Charmaine was even a little surprised would be true. Charmaine accepted the modest age difference between her and Claire. The more mature Claire, at 36 was eleven years older than Charmaine. She was, of course, just what Charmaine needed.
   However, in the case of Tonette and Vivian the age difference was a bit more. Charmaine guessed Vivian was at least 40 and indeed, she was 41. Tonette would just be turning 19 when the marriage would be taking place. Of course, this sort of age difference was full accepted and in fact encouraged in the Cassandra Sisterhood.
   Thusly, a “barely legal” sissy was becoming quite popular among the doyennes and matrons in the Cassandra society. Upon arrival at Vivian’s mini-mansion, Claire proudly took her effeminate fiancée’s arm. Claire proudly showed off her dainty peacock as the attractive couple sashayed to the side of the heated pool, where the get together was nearly in full swing.
   Vivian rushed to Claire’s side to hug her. Then standing back slightly, and looking over the “new” Charmaine, Vivian expressed her approval. “Oh my, very nice improvements Claire. I just adore the big, pointy tits,” smiled Vivian.
   “Charmaine, you should thank Ms. Vivian for her flattering compliment, darling,” added Claire.

Above: The bewitching socialite, Vivian Morel.

     “Thank you, Madame Vivian. I am so very chastened that I would be found by you to be visibly appealing. I bow to you my lady, in full submission,” announced Charmaine. The sissy then carefully bowed from the waist. Then holding her skirt ends, Charmaine dipped into a fashionable, effusive, deep curtsey, generally reserved only for royalty.
    “Very well done, sissy. I enjoyed that. You should remember this; your visible and not so visible, physical and emotional changes have been dictated according to your master’s exacting standards. You have been beautifully feminized at her gracious whims. You would do well, to keep that in mind,” warned Vivian.
    Charmaine felt chills run up and down her slender spine. Not only did Vivian’s piercing blue eyes, seem to peer into the depths of Charmaine’s being, Vivian’s touch was fearfully electric. When she spoke these cryptic words to Charmaine Vivian had gently touched the side of Charmaine’s face.
     Her lengthy, slender, carefully manicured nails, had slithered down the side of Charmaine’s painted face, to the sissy’s pale, swan-like neck. To Charmaine’s delicate psyche it was eerily mystical, and chilling. Then as if nothing had happened, Vivian picked up a small bell.
    The bell looked similar to one a mistress would use to ring for her maid. Along with the bell, in her other hand, Vivian held a metal striker. She tapped the bell several times in succession to cause the bell to chime.
    “Ladies, my dear Sisters, please gather around me? I have a few, quite intriguing announcements to make,” smiled Vivian.
    The cadre of elegant females surrounded Vivian. Any of the sissies who had accompanied these women, stayed demurely in the background. One glance from Claire told Charmaine she should also become invisible until called upon to do anything else.
     “Thank you, my loving Sisters. The very first order of business will be the introduction of our two newest members. It gives me great pleasure to present Sister Elspeth Chenille, and her lovely eldest daughter, Sister Danica Chenille! Come up here ladies!” Vivian said cheerily.
      “Thank you, Vivian. Danica and I are both so very excited. Should I make the second exciting announcement Vivian? Well thank you my dear Sister. For the past six months, my wayward, youngest daughter, Tonette, has been a student at the Northern California campus of Winthrop academy,” Elspeth smiled as she looked at the surprised Tonette.
     “She is now doing quite well, is very feminine, and Danica and I are quite proud of her. Come here Tonette, so these nice ladies can see you,” said Elspeth. As Tonette came closer, her mother pulled her into her left arm as she wrapped it around the suspicious Tonette.
    Immediately Charmaine could see the remarkable change in the soon-to-be, nineteen-year-old teen. She was less pudgy and willowier. Her tight spiral perm had grown out longer and had been replaced with a wavy, body perm. She walked very well in four-inch heels.
    As Elspeth held her daughter tightly she made an announcement.

Above: The quite lovely Elspeth Chenille, mother of Tonette.

Above: The equally stunning Danica Chenille, Tonette’s Sister.

     The announcement was both startling as well as alarming to Tonette. It was also exhilarating to the membership of the Cassandra Society.
     “Sisters of Aphrodite. As you may easily see, my erring younger child has made astounding strides on her way to becoming a proper young lady. Can you imagine what a hot dish she will be in three months?” The dark-haired Elspeth asked.

Above: The lovely red-haired teenager, Tonette Chenille.
    The ladies of Cassandra applauded and some whistled. Others made kissing noises, all to the discomfort of Tonette. However, the pretty redhead had been well schooled at Winthrop and would not dare act out her misgivings.
    “In closing ladies, I believe my youngest daughter will be ready for the next step in her journey to becoming a prim, proper female in the parlor. In three months, upon her ending her first year at Winthrop she will be married to Vivian Morel,” Elspeth smiled.
    “Today, I betrothed my daughter, Tonette, into an arranged marriage, to my dear Casandra sister, Vivian!” Elspeth added, to raucous whistling and applause by the Sisterhood membership present. Tonette needed to be held up by both her mother and sister. She was terribly faint from the shock.
    One could see the similarity between Tonette and her sister Danica as Danica stood next to Tonette. The long red hair of Danica being less subdued in shading to the titian tresses of Tonette. Tonette was led, to kneel at the feet of her future husband and master, Vivian. Her weakened legs wobbled, on her four-inch spikes.
     “Bow your head, Tonette. Be respectful,” her red-headed sister Danica, implored her. Tonette, lowered and closed her eyes as she bowed her head. Vivian spoke up. “Ladies, I’d just love to call on the Spanish Contessa, Natalia Escobar to finalize these rites of passage,” said Vivian.
    “The Contessa holds the titles of Mater as well as Her Ladyship the High Priestess in our society. Contessa Natalia, please honor us with your presence?” Vivian called out. The lovely and exotically dressed Contessa walked to the front and center of the gathering. She wore the perfunctory red floor-length gown reserved for a Cassandra High Priestess with a royal title.
    Perched gracefully on high-heels, her reddish hair was done in a swirling upswept pattern. She wore multiple strands of black pearls, black onyx earrings and the black sash belt of a disciplinary Priestess. When the gathering grew silent she spoke with authority.
   “My wonderful sisters. I am so thrilled to oversee this splendid occasion. Will the mother and sister of Tonette stand either side of her please? Now will each of you place a hand on her slight shoulders? Thank you,” said Natalia as she spread the wavy locks of Tonette to expose her slim, girlish neck.
    ‘Sister Vivian, please place you hand on the back of the child’s neck. Now I will begin the Cassandra Rites of Arranged Betrothal. Sisters Elspeth and Danica, do you give your daughter and sister Tonette as a gift in betrothal to Sister Vivian, so they will one day be married?” Natalia asked.
    “Yes, we do in the name of Aphrodite and all the ancient goddesses!” Danica and Elspeth exclaimed.
    “Sister Vivian, do you claim this gift as your very own personal prize? Do you accept this child as your chattel to marry at a time and date of your choosing?” Natalia asked.
    “Yes Sisters. This girl will be my prize and chattel in the eyes of Aphrodite and the Sisterhood, from this day forth,” said Vivian.
    “Then may the two of you be now as one in betrothal! Hail Aphrodite, hail Cassandra and all hail the Sisterhood!” Natalia shouted as the same shouts erupted from the Sisters assembled.
    A number of the sissies, who were present, and as yet to be engaged or married became frightened. Others who had been through a Cassandra ceremony remembered their own. Tonette’s head remained bowed. All of her Winthrop training told her she should be ecstatically thrilled.
    In reality she was on the verge of tears. She was told by the countess to. “Stand and be embraced and smothered in kisses by your future master.”
    She stood shakily on her four-inch pumps. When she was eventually embraced by Vivian Morel, the emotional wreck named Tonette blubbered into tears. She threw her arms around Vivian and cried out, “Oh Mummy!”
   Of course, this confused, forcibly feminized teenager wanted to turn to her mother and cry out, “Why Mummy? Why are you making me marry an eccentric, wealthy, powerful female old enough to be my own mother?”
   Tonette had looked at Vivian with her high collared black dress, her severe makeup, her talon-like fingernails, and her elaborately coiffed, modified Gibson Girl bouffant hairstyling and saw the “Evil Queen” from Snow White.
   Vivian handled Tonette’s pitiful simpering and desperate “Oh Mummy” supplication quite well. “Isn’t she just a lovely novitiate? The dear child is crying tears of joy and already is calling me Mommy!” Vivian said, gleefully.
   “Excuse us Sisters. I must take my fiancée into the house where we might enjoy this blissful, very private moment together. Come with me, Tonette, my love,” Vivian spoke.
     When the newly engaged couple arrived inside Vivian’s home, Vivian took Tonette by her shaking shoulders and stared deeply into her eyes and smiled. The demoralized teen stopped crying for a moment. Vivian reached into her nearby purse and produced a perfumed silk hanky.

Above: The Royal Spanish Contessa, and Cassandra Priestess, her eminence, Natalia Escobar. Such an exotic beauty!

     “Let me dry your beautiful hazel eyes my lovely pet. Would you like to sit down? Or could I show you around what will be your new home, my love? Would you like to see your new room, Tonette, my precious?” Vivian asked indulgently.
    “Yes, please ma’am. It looks like such a lovely home. Yes, could I see my room? Tonette asked, suddenly calmer.
    “Come with me, child. I’ll show you my entire palace. In your lovely presence, I think of myself as a queen. Here is the kitchen and this is the dining area. Of course, we have servants. From time to time, I will have them teach you the niceties of cooking and cleaning,” smiled Vivian.
     “The den is here, and there is the dining area. There is also an indoor heated pool over there. There are guest beds and baths down that hall. There to the right is a game room, then an entertainment room. This is our beauty room. When we can’t get to the salon, our hairdressers will come to our home to beautify us,” bragged Vivian.
     “Our rooms and some others are upstairs. Come with me,” encouraged Vivian as she led Tonette up the stairs.
     “This is my room, but when we are married we will both sleep here. In the event either of us need privacy, here is your private boudoir and bath. I had it decorated in a “Little Girl” theme. Open the closets and the dresser drawers and see all the lovely attire I’ve purchased for you in the past month,” smiled Vivian.
     Tonette gasped girlishly at the lovely confections hanging in the closet. Her eyes grew wide. Her Winthrop training kicked in. Vivian moved close to her and touched her hand gently underneath Tonette’s chin. Tonette turned and hugged Vivian. “Oh Mummy, it’s all just so beautiful! Oh, I’m so sorry. I should be calling you Ms. Vivian!” Tonette squealed.
    “No, that is quite all right. Mummy or Mommy is just fine for now. In fact, Mumsy, would be my preference. Be seated on your new bed, my delightful Princess. I need to speak to you of important matters,” Vivian paused.
    “Tonette, your mother agrees with me, that you should reside here with me from this day forward. Of course, you’ll board at Winthrop. However, you’ll locate here whenever you have semester breaks from school. Even after our wedding I expect you to attend Winthrop, get good grades and graduate,” intoned Vivian.
    “You shall be a student and stay-at-home wife until one year after you graduate. In my best estimation you will be 23 years-old by them. At that time, I’ll allow you to work, outside our home, on a part-time basis only. With your current Winthrop course selection, something along the lines of beautician or lingerie model would be perfect for you,” nodded Vivian.
    Tonette was enrolled in the “Trophy Wife” and “Beauty Arts” programs.
    “You shall live in the lap of wealth and luxury, Tonette. You’ll be draped in the most sophisticated of apparel. You’ll be pampered in the style of a harem girl. You’ll want for nothing. All you need to do is be pretty and sweet,” explained Vivian.
    “Oh Mumsy, I’m really excited about all this!” Tonette eagerly exclaimed as she stood up.
    Vivian stood up and looked up and down Tonette’s svelte figure. “Then give Mumsy a nice sexy kiss and we’ll again join our guests,” said Vivian huskily.
    Vivian embraced Tonette greedily. She entwined her stylishly lean fingers in Tonette’s wavy hair. At first her kissing of Tonette was soft and girlish. Tonette sighed and giggled. Vivian pushed against her and darted her tongue between Tonette’s pursed, painted lips.
   She sucked Tonette’s tongue hungrily. Vivian intended to have this sissy, squirming in her bed as soon as this evening. She would enjoy herself sitting on the sissy’s face for a time, before mounting the sissy’s penis. She might as well use the penis effectively before the hormone replacement made the sissy boy’s genitals a moot point.
   As the lovely new couple strode back to their guests, there was a murmur and lastly, polite applause. With her arm around Tonette, Vivian made the final announcement.
   “Our wedding date is set, for the Summer Solstice on June 21st. We have decided to share that date with another couple. Where is my dear Sister, Claire Danforth and her adorable fiancée, Charmaine Heloise?” Vivian asked.
    Claire took Charmaine by the hand and they walked together to applause and stood next to Vivian and Tonette.
     “Yes, it will be an exciting, ritualistic, Cassandra ceremony ladies. Your invitations will be in the mail very soon. We hope everyone will be joining us. Incidentally girls, Contessa Escobar will be presiding. Isn’t that exciting?” Vivian exuded.
       It was six days after Tonette completed her first year at Winthrop. Tonette was seated demurely at a vanity in the beauty room at Vivian’s home. She was having her hair done on the morning of her wedding. Seated next to Tonette, with her own blond hair wrapped on large brush rollers, was Charmaine.
     Madame Hilda had just completed Charmaine’s roller set and was placing a bonnet dryer over her curler wound tresses. Madame Hilda’s former spouse and fully emasculated sissy girlfriend, Harriet, was completing Tonette’s roll up.
    Harriet, had recently had her penis and balls, completely removed. She now had a brand-new vagina for her Mistress to play with. The two brides’ gowns were hanging nearby, and the girls were already snugged into their tight foundation wear, stockings and heels.
   All that was left to do, was their makeup, jewelry, and stylize their tresses. The leashes, collars and handcuffs the brides would wear on their way to the altar were laid out and at the ready. Both Charmaine and Tonette were “cooking” under their hair dryers by now.
    Vivian and Claire would be each other’s own “best females.” Auntie Alicia would be giving away Charmaine. Phyllis, Charmaine’s cousin would be her maiden of honor. Tonette would be given away by her mother Elspeth, with her sister Danica, as her maiden of honor.

Above: The Ravishing Charmaine, wears a lovely, back-swept, beautifully coiled, elaborate French twist on her wedding day.
    The wedding would be held outside, in the garden, surrounding the pool. The honeymoon would take place at a Winthrop resort located in the Humboldt Forest. As each girl’s hair dryer alarm sounded, Hilda and Harriet went into action.
   The two sissy brides were led to the large two-seat, double-mirrored, vanity in Vivian’s beauty room. With pick-combs, hairspray, sculpting gel and brushes, Hilda and Harriet fashioned two lovely bridal upsweeps.
    Before beginning the styling and makeup, both girls briefly kicked off their shoes to slip into their white, floor-length gowns. They were then caped to keep makeup and hair care products off of their lovely confections.

Above: The already handcuffed Tonette, about to be wed.
     Charmaine’s blonde tresses were swept back and up, then wonderfully coiled in a magnificent French twist. With her makeup completed, with heavy mascara and red lipstick, her cape was removed. Her aunt and cousin came into the beauty room, to cuff her hands behind her back. They attached her collar and leash. Then they affixed her dangling snowflake earrings.
     The titian locks of Tonette were done more in a girlish fashion to emphasize her youth. Some of her wavy red hair was piled atop her head. Most of the rest was tied behind her head with a little being allowed to fall. Her makeup was softer, emphasizing shades of peach and other pastels.
      Flowers were woven into her hair at the crown. Tonette was a little anxious as her mother and sister cuffed her hands behind her back and attached her collar and leash. Both brides were led away to an area just outside the pool, near the entrance to the garden.
     When the music began they started their dainty mince, between the groups of chairs, set up for the guests. A makeshift altar area had been erected. There on the top step of two steps, stood Contessa Natalia, Claire and Vivian. Claire and Vivian were in matching white tuxedos.
    Natalia wore a red gown and robes similar to what she had worn to the engagement party. The handcuffed brides minced prettily at the end of their leashes. The female guests from the Sisterhood tittered in amusement.
    These Cassandra women simply loved the sight of two begowned, leashed and bound sissies, trying to keep their balance on tall high heels. Attached to and being led by leashes, these two primped sissy brides brought to mind a couple of prancing, miniature show poodles, at a canine display. Sissy girlies were just too amusing sometimes.
    The wedding party arrived in place. Mother Elspeth and Auntie Alicia, removed the girlies’ leashes. They assisted the handcuffed sissies to kneel at the feet of their future husbands. Contessa Natalia clapped her hands to silence the music being played.
    “Let us begin devoted Sisters. We are here to witness the giving away of Charmaine and Tonette, in ownership and matrimony to Sisters Claire and Vivian. My dearest Claire and Vivian do you accept Charmaine and Tonette as your lawfully owned chattel? Do you agree to care for them, protect them and have them pampered, feminized and beautified to your exacting standards? Do you agree to teach them, discipline them and guide them as if they were your children?” Natalia asked.
    “Yes, we do,” said Claire and Vivian.
     “Very well. Charmaine and Tonette. Do you vow, to obey your Husbands and Masters, Claire and Vivian? Do you solemnly swear to be devoted to them, to submit to their will, to wait on them and grovel at their feet? Do you pledge to be their cooks in the kitchen, their ladies in the parlor and their whores in the bedroom?”
      “Yes, we do,” said Charmaine and Tonette in perfect, girlish unison.
     “Excellent, girls. Please hand the paddles to the masters. Then raise the brides’ gowns and lower their panties. I insist on bared asses for any spanking,” smiled Natalia.
     Charmaine sucked in a deep breathe. She’d been paddled and fucked enough by Claire to know how fit and strong Claire was. Tonette released a tiny, sissy whimper. Certainly, she’d been spanked by mother and sister, as well as several training matrons at Winthrop.
    Though, she had had limited sex with Vivian during a brief semester respite from her schooling. However, Vivian had yet to take a strap or paddle to her bare bottom. This would be so shameful to be punished corporally, given, in front of a large crowd of mostly dominant ladies.
    Many who were present, were strangers to her. How embarrassing, that they would see her naked ass as she was spanked. How difficult would it be to look anyone in the eye at the reception?
    “Sisters. Please begin spanking in unison. All Sisters will please rise. Each paddle stroke will be followed by our ritual chanting,” said Contessa Natalia.
      “Smack! All hail Aphrodite! Pow! All hail Cassandra! Bam! All hail the Sisterhood!”
     The eerie chant resounded throughout the garden. It was so very frightening to the swishy, teenaged Tonette. When the clapping and laughter died down, Contessa Natalia continued the ceremony.
    “The Maidens of Honor may remove the handcuffs from the new brides. Very good! Now, Masters, you may place the rings on your brides’ fingers. With the power vested in me by the State of California and the Cassandra Sisterhood, you are now Husbands and Wives! You may kiss your brides!” Natalia announced.

Denouement
     It had been a lovely honeymoon for both married couples. Vivian, had finally taken the virginity from Tonette’s ass-pussy. In the sexual escapades Vivian had with Tonette prior to marriage, she of course had used the young teen’s penis to great advantage.
    She had taught the girl she would always be on her back when Vivian used her lively cock. Vivian fully realized that one day she would have her bride fully and properly feminized, so why not use her male organs while they still existed?
    However, until the honeymoon, she had never used a strap-on dildo on Tonette’s ass-pussy. She had probed the sissy’s rectum with vibrating dildoes. As a matter off course Tonette had been made to wear butt plugs by the staff at Winthrop and would continue to wear them.
   The sight of Vivian’s large strap-on was awe inspiring for Tonette. Soon the shrieks and cries of Tonette, resounded through the walls of the two-bedroom honeymoon cottage the couples had rented.
    “Oh, Master Vivian! Oh, my goodness, gracious me Madame. Oh, it hurts! Ouch!” Tonette screeched.
      Finally, though, things quieted down, and the screams were replaced with moans of pleasure and soft cooing and clucking.
    The couples maintained an active social life together and the masters had come up with some interesting games for the two sissy brides to play, for the Masters’ amusement.
    Today, on a cool day in early winter, Claire and Vivian were seated on a love seat, by the fireplace at Vivian’s opulent home. They were holding hands and occasionally exchanging kisses. They had sent Charmaine and Tonette, to Tonette’s room to change into something much more comfortable.
    Charmaine and Tonette had returned in their “costumes.” The two sissy girls were blushing as they still had not adjusted to being so affectionate to each other. They were wearing identically styled baby-doll nightie sets and sandal styled three-inch heels.
   Charmaine’s nighty set, and heels were in “fuck me” whore red. Tonette’s were in “hot sissy” girly pink. The girls stood facing their amused Masters. They were holding hands.
    “Okay girls. Well now, face each other and get started. Tell your sissy love partner how pretty she is. Touch her face and hair affectionately. Do some nice, sweet, sissy-kissy face, for us. Get your girlfriend’s tiny penis to grow. Girls, we are waiting!” Vivian commanded as Claire chuckled and laid her head on Vivian’s shoulder.
    Charmaine took the initiative. She couldn’t resist. She had to admit that this lovely nineteen-year-old, novice sissy was just such a hot little dish. Especially when she was red-faced and embarrassed.
    She touched the trembling Tonette’s spirally curls. Then she let her fingers linger on the side of Tonette’s heavily made-up face. She embraced the seductive Tonette and kissed her lips. The she let one hand fall to Tonette’s crotch and dawdle on her penis through the nighty bottom.
    “Oh, you’re such a pretty girl, my sweet Tonette. Give me another kiss honey. Give me a nice French kiss, baby-face. Yum-yum, your lipstick tastes so nice. You smell so, so, very pretty Tonette. I can still smell the perm solution that makes your spirals so cutesy,” cooed the sissified Charmaine.
    “I love smelling perms don’t you sweetie? Don’t you love going to the beauty parlor? Oh, please Tonette, don’t be so nervous?” Charmaine begged.
     “I’m sorry, my sissy, prissy-poo Charmaine. Oh, honey, you’re so beautiful. Your big, fat tits look so very womanly. Let me suck them. Let’s lay down on the soft carpet and snuggle on the big fluffy pillows my Mumsy Vivian had our maid put there,” said Tonette as she pulled the giggling Charmaine to the floor with her.
    Charmaine untied the big, red bow at the front of her nightie top and pushed one of her pendulous breasts into Tonette’s mouth. Tonette’s name was not a shortened version of Antoinette. No, Tonette’s mother had facetiously named her sissy daughter after the Tonette permanent wave. The Tonette perm, was a children’s home permanent, popularized in the 1950’s.
    Tonette Cherise Morel was now her full legal name. The sissies now got bolder and more aggressive, to their masters’ amusement. While Tonette sucked on a boob, Charmaine gave Tonette’s penis and balls a wet, sloppy two-handed massage.
    Charmaine’s hands were lubricated with her own spittle as well as Tonette’s juicy pre-cum. The sissies were getting quite noisy, mewling and cooing, like a couple of real lovebirds. Vivian spoke softly as to not break the mood, but to spice up the action. She reached for some lube that was on an end table near the love seat.
    “Here girlies. Have some nice love oil, to play with. Rub it on Tonette’s penis, so she can stick it up your ass, Charmaine. Her erection is much bigger than yours right now dear. Kneel for her like a good girl. She’s never had her penis in anyone’s ass, so it’s time she learned, don’t you think?” Vivian asked.
     Claire got into the action by directing Tonette on how to screw Charmaine. Finally, Tonette’s penis did find its way into Charmaine’s anal cavity. Tonette seemed to enjoy getting her first piece of sissy ass-pussy.
    In the meantime, Claire was having her clitoris massaged by Vivian’s lubricated fingers. Vivian whispered into Claire’s ear.
    “That little sissy bitch, Tonette, better enjoy her cock, while she still has one between her legs. I’ll admit it’s the right size for me and it’s an interesting amusement. If it was a normal sized prick, I’d already have had a surgeon slice both it and her tiny balls, right off,” Vivian laughed.
    “As a rule, I despise penises. I’ll let her keep it until her hormone injections render it as useless as Charmaine’s. By then she might be begging me to have it removed,” Vivian said as she kissed Claire.
     Tonette’s penis was barely reaching Charmaine’s prostrate. It did, however, touch it enough to cause Charmaine to eject small squirts of her own sissy cream. As Charmaine’s sperm dribbled harmlessly to the carpet, she already knew she’d be licking it up when the fun was over.
    The fun would soon be over as Tonette was reaching the apex of her sexual excitement. She started to whimper and then as she exploded, she yelled, “Oh Mumsy!”
    For the very first time, Charmaine felt the soothing feeling a sissy gets as a warm ejaculate fills the inside of their anus. Tonette, pumped and pumped until her tiny ball sac was fully emptied of sperm. Then the overwhelmed sissy collapsed into the arms of the passionately in love, Charmaine.
    Charmaine showered her sissy partner’s face with kisses as the warm sperm continued to soothe her. “Oh, that was so nice Tonette. Aren’t we lucky our master’s make up play sissy games?” Charmaine asked.
    Charmaine decided, then and there, that she wanted to have Tonette’s penis in her rectum again and again. As long as Tonette still had one.

The End 

****************************************************************************  
Please remember to take a moment to leave a comment on this story by Priscilla. She loves to hear from her readers!

Email Priscilla directly below:
priscillagaybouffant@gmail.com


Link:
Priscilla Gay Bouffant's Myspace Page