Updated! Performance Anxiety

From high school to adulthood Joe knew that Janice was the one for him, however Janice finds intimate qualities about Joe and she intends to explore them as well as ensure Joe knows his place in the relationship after they marry.....in skirts and in panties, whether he likes it or not!

Joe

Janice and I knew each other forever. Our mothers were best friends since Kindergarten and were virtually inseparable until their marriages. Even then they bought houses just 2 short blocks from each other. I guess it was inevitable that Janice and I would become best friends. Maybe it was inevitable that we would ultimately marry. I don’t know about that, but it is what eventually occurred.

We both dated others in high school, though she dated far more than I did. As juniors we found ourselves going to prom when Janice asked me to go with her. It was a big surprise since I never thought that she liked me in that way, though I had   always been in love with her.

We enjoyed prom together and I especially enjoyed the slow dances when we clung tightly to each other. Our kiss good night was far longer and far more passionate, I think, than either of us anticipated it would be.

We decide to try dating each other over the summer and see how we felt about it. By fall we were firmly committed to each other.

Janice

I never saw Joe as a boyfriend. He was very tentative. I thought I wanted someone a bit more assertive, you know the dream a young girl has of a man sweeping her off her feet. Well that is what I thought I wanted. I dated a guy like that and it turned out to be a big turn off. I realized that I wanted to be more than a trophy girlfriend or wife. 

I knew Joe wanted to be more than friends with me. It wasn’t until my cousin told me about the advantages of having an obedient husband that I thought of Joe and realized that he could be that person. He would need some training but with my cousin’s advice I decided I could turn him into whatever I wanted.

I was surprised at how much I enjoyed prom with Joe and I must admit after our make out session, my panties were soaked and I could feel his erection against my belly during the slow dances. Still, though I was not a virgin, I would not to go to bed with Joe. I kept reminding him of how great the sex would be after we married. Knowing Joe as well as I did I knew that this tactic would put great pressure on him.

Joe

Intercourse was out of the question for us. We were both committed to waiting until after marriage, but that did not preclude other forms of intimacy. We started with Janice exposing her breasts to me and I would enjoy massaging and sucking on them. Seeing her nude breasts was such a revelation to me. Before that I had only seen them in nudie magazines. 

One night we agreed to engage in mutual masturbation. Without lubrication it was hard for her to masturbate me and we were about to save it for another time when I promised to keep lubrication in the car.

“I have a better idea” she said with a smile.

She reached up under her skirt and removed her panties.

“I think these will do nicely” she said as I looked at her puzzled.

She wrapped the wet silky panties around my cock and for the first time in my life I had an instant erection. I was shocked at my reaction. It had never happened like that before when I jerked off.

“It seems that little Joey likes my panties” she laughed as she continued stroking me.

I had the fastest and the most powerful orgasm of my life as I completely soaked her panties.

“Nice” she smiled and leaned over to kiss me.

Janice

His reaction to my panties surprised,  excited, and pleased me. It planted the vision in my head of Joe wearing my panties and that idea really excited me. He used his finger on me bringing me to multiple orgasms with visions in my head of his wearing my clothes, an idea I could not get out of my head. I realized that with a bit of help I could turn him into a rather pretty girl.

Joe

After that night Janice would just slip off her panties and let me soak them. It didn’t take long for me to develop a panty fetish, though I didn’t realize it at the time. As soon as she started to remove her panties I would get hard, very hard. She teased me about liking the feel of her panties and more than once suggested I try them on, but of course I refused. Guys don’t wear them, panties are for the girls. Guys just like removing them off the girl.

Janice

I didn’t really expect that he would voluntarily put on my panties, but I was determined to see him wearing them, and perhaps even my bra. It was all I could think about when we engaged in our mutual masturbation and it was an incredibly powerful aphrodisiac for me. Whenever we engaged in our pre-marital masturbation I told him how I expected him to fuck my brains out multiple times each day of our honeymoon.

Joe

I enjoyed our mutual masturbation but her words were making me extremely nervous. Being a virgin I wasn’t sure what to expect and whether or not I could perform. I loved Janice very much and hoped that the sex part of our marriage would work out.

The week after graduation we were married. It was a small wedding with just family and a few close friends. We flew to Maui for our honeymoon just hours after the wedding. Arriving late at night we were both exhausted by the time we checked into the hotel. Consummating the marriage would have to wait till the next morning. 

I awoke before Janice with my usual morning woody and I lay there taking in her beauty. Without thinking I stroked myself through my pajamas only stopping when I realized I was about to cum. I was afraid if I came I would not be able to perform for her.

I breathed a sigh of relief that I had stopped myself and tried to imagine what it would be like to make love to such a beautiful girl. The more I thought about her comments about how great the sex would be, the more nervous I got. I wondered if I could live up to her expectations. 

By the time Janice woke up I had lost my erection and was a nervous wreck. She looked over at me and smiled. 

“Good morning husband” she said and rolled over to kiss me.

“Hi beautiful!”  I replied.

“Are you ready to fuck my brains out?” she said with a smile.

She reached over and grabbed my cock through my pajama bottoms. I was soft and could feel nothing that would indicate to me that I was about to get hard. She was undeterred and quickly slipped off her panties from under her nightgown. She then pulled down my pajama bottoms and began to stroke me with her silky panties. It had never before failed to cause me to have an erection, but this morning, on our first morning together as husband and wife, it failed.

She must have tried for 10 or 15 minutes before giving up.

“What’s wrong sweetie?” she asked me.

“I..I don’t know. It’s..it’s never happened before.”

“Well, don’t worry. It’s probably first time jitters. Let’s get dressed and grab some breakfast. We will try again later and I am sure you will be fine.”

We showered together and I was able to bring her off several times in the shower with my fingers. She tried again to get me hard but without success. I was really getting worried, but she didn’t seem very concerned. She assured me that it was temporary and we would make love many times before returning home.

Unfortunately my trouble did not improve over the next couple of days and Janice was getting irritated. I was coming out of the shower the fourth or fifth morning and reached for a pair of boxers. Janice stopped me and handed me a pair of her panties, ordering me to put them on.

“If you are not man enough to fuck me you’re not man enough to wear these” she said pointing to the boxers I had in my hand.

She grabbed them from me and pointed to the panties which I had dropped on the bed. I couldn’t believe she wanted me to wear her panties but my self esteem had dropped so low that I was incapable of arguing with her and meekly grabbed her panties and stepped into them. It was a see-through peach colored thong. They were very tight on me but as soon as I slipped them on I had an erection. I was more than a little embarrassed and felt my face turn a bright red. 

It did not go unnoticed by my wife.

“So my husband is a sissy who can’t get hard unless he is wearing girls’ panties.” She laughed. “There is no point in letting a god erection go to waste!’

She quickly removed her own panties, pushed me back on the bed, pulled my panties down just below my cock, and mounted me. Not having cum for several days I ejaculated as soon as I entered her. If she was unhappy before, you can only imagine how unhappy she was now.

Janice

I was not surprised that he came so quickly. In fact I was hoping he would asthat would give me even more control over him.

“You sissy! You’re supposed to wait for me!” I said.

I then began to slap his face. He tried to block me but he was unable to stop me from hitting him. Soon he was sobbing in earnest. I couldn’t believe how much his crying was exciting me.

“You’re going to satisfying me now!”

I scooted up positioning my knees on his arms effectively trapping him beneath me and lowered my pussy over his mouth. 

“Now get to work!” 

Joe

I wondered what oral sex would be like, but the idea of tasting my own semen was not part of my thinking. However, I was in no position to argue being trapped beneath her. It didn’t take very long to bring her to a loud orgasm, but she would not let me stop after one. I tried giving her the hint to get off my face, but she wouldn’t budge. She locked thighs around my face like a vice. I sis not have the strength to push her off.

“Oh no, you are not done! Keep going…ahh..yea..ah..”

The taste of her sweat, secretions and of course my own seed along with pain in my jaw and difficulty breathing, was overwhelming. After she achieved several more loud orgasms she finally dismounted from my face. My jaw ached and my face was soaked by the time she let me up.

We cleaned ourselves up and got dressed for the day’s activities with my wearing a different pair of her panties. I was very self conscious the whole day fearing that anyone could tell what I had on under my shorts.

We returned to the hotel late afternoon. Janice ordered me to remove my pants. Sure enough I had an erection which was barely contained in my panties anda wet spot on the front panel.. 

“Ok sissy boy, let’s try again!’

She pushed me back onto the bed, removed her dress and pulled off her panties. She mounted me and I lost my erection. I asked myself if she was right. I felt like crying. Was I really a sissy who was unable to satisfy my wife? I didn’t have time to dwell on it as she positioned her pussy over my mouth and once again I tasted myself while bringing her to several climaxes. 

Janice

We showered and dressed for dinner. He did not argue when I handed him another pair of my panties and meekly slipped them on. Before we left the room, however, I pulled all of his underwear from the suitcase and put it in a laundry bag. As we left the hotel I deposited it in the trash bin and led him by the hand to a lingerie store. Curiously he offered no protest while I disposed of his male underwear.

The salesgirl introduced herself as Monica and I told her we were Janice and Joe. Then I explained his failure as a husband and a man. I told her that if he could not function as a man then he must be a sissy and would dress accordingly. She gave me a big smile and told me that she was in complete agreement.  She leaned over and whispered to me that she had her own sissy and that life with an obedient sissy is wonderful.

Joe

I was not happy seeing her deposit my boxers in the trash but felt so low that I could not muster up a protest. I had never been so humiliated in my life and was sure it could not get any worse. Oh how wrong I was. I really did not want to go with her into the lingerie shop but could not muster up the courage to protest.

When Monica asked us how she could be of help Janice told her we were buying panties for me and asked Monica to measure me. They took me into the dressing room where I was required to drop my pants so she could use her tape measure on me. This, of course, caused me to display the panties I was wearing to Monica and my erection contained therein. She measured my waist and hips, laughing the whole time.

I was allowed to pull up my pants and we went back out to the store where I was ordered by Janice to pick out a dozen pair of panties. She was not happy with those that I picked out as they were the least feminine I could find. She took my hand, marched me over to the panty display and in a loud voice ordered me to replace them all with the most girlie panties I could find. Almost in tears I picked up one pair at a time and held them for her to inspect. When she agreed in a loud voice that they would do, I handed them to Monica who put them in a pink bag with the name of the store clearly displayed on both sides. She gave me the bag to carry after I paid for them. She was giggling the whole time. As we were leaving the store Janice turned towards Monica and told her we would be back for bras for me tomorrow if I couldn’t do my husbandly duty tonight. I didn’t want to ask if she was serious since I had no reason to doubt what she had said. I could hear Monica laughing even after the door closed.

We went to dinner at nice restaurant overlooking the ocean. Janice ordered a cocktail but refused to allow me to have one saying that it might have something to do with my problem. Instead she ordered for me some girlie drink with a cherry and a little umbrella but without alcohol. The incredible guilt I felt made me reluctant to confront her and I meekly accepted what she said. I was sure the other diners were laughing at me. 

“You know Joey, I love you very much. But a girl has a right to expect a good fucking from her husband on her honeymoon and you have been derelict in your duty to me. Am I wrong?”

I felt myself starting to tear up and being unable to speak, could only nod in agreement with her. 

“We are going to make this marriage work in some fashion, but I have to warn you that if you cannot perform, it will not be what you imagined it would be.”

It was with a great deal of apprehension that I entered our hotel room, knowing what was expected of me and the consequence of being unable to deliver.

Of course I failed her again. I was so nervous that I could not achieve an erection. Even her rubbing me with her panties caused no reaction. After satisfying her with my mouth, I offered no resistance when she handed me pink satin baby doll pajamas and ordered me to put them on.

“It is hard for me to think of you as a man Joey. I think of you as a sissy and until you can prove otherwise and as such you will not dress as a man. Tomorrow morning you can start by removing all hair from your body beneath your eyebrows and we will shop for more appropriate clothing for you.” 

Then she ordered me to sleep on the sofa while she luxuriated in the king size bed that was in the honeymoon suite. I didn’t get much sleep that night and spent most of it crying, fearful that I would lose Janice and wondered if I had already done so.

Janice

I was more than pleased with the way things were going. I had hoped at most that he would need to be wearing panties to get an erection. His failure, however, spurred me on to feminize him as much as possible. Those thoughts turned me on even more than I could have imagined and I was determined that by the end of our honeymoon he would be my sissy husband, wearing only feminine clothing.

Joe

We showered with Janice supervising me as I removed all the hair on my body using her depilatory. Then we dressed with me wearing a new pair of hot pink lacy panties that we had purchased the night before under my white tennis shorts and tee shirt. I was very self-conscious with my hairless arm and legs on display and was certain that the outline of the panties showed through the thin white tennis shorts she had me wear. She stopped as we were about to exit the room and ordered me to sit at the vanity. Then she proceeded to apply foundation, blush, mascara, and lipstick to my face. That only increased my anxiety at having to appear that way in public.

Janice

The makeup was a last second addition. I kept wondering when he would put his foot down and refuse, but he sat at the vanity and did not utter a word as I applied the makeup. I applied it in such a way that it would not be very noticeable unless you saw him up close, but I expected it would have a psychological effect on him. In reality, I was surprised on how far he was allowing me to feminize him. Had he offer one token of resistance I would have slowed down, but he didn’t.

Joe

We ate breakfast in the hotel. I noticed the waitress staring at me and thought I detected a smirk when we ordered. Of course I assumed she noticed the makeup and was laughing at me inside.

“I like your lipstick. What color is it?” the waitress asked me when she brought us our food.

“It’s called nude pink” Janice responded “It’s his favorite.”

I wanted the earth to open up and swallow me right there, but it was not to be. After breakfast Janice fulfilled her promise and dragged me to the shop we had been in the previous evening. There were several customers and 3 sales girls helping them. One of the girls approached us but before she could say anything Monica appeared and told her she would wait on us. She gave Janice a hug and me a sinister grin. This was a sign to me that I would not be having any fun.

Being the only male in a lingerie shop was intimidating enough, but Janice made it clear that the bras we were looking at were for me and Monica added in a loud voice that I would have to remove my shirt for a bra fitting. I heard laughter around the room but all I could do was to keep my head down to avoid looking at my abusers. In front of everyone Monica took out her tape measure and wrapped it around my chest. 

“He is a 34” she announced in a loud voice to Janice. “What size cup were you thinking about?”

“I think a C cup” Janice replied in a voice that was also a bit too loud. “Can you match the panties we bought for him last evening? We will want ½ dozen bras”

“No problem” Monica answered and went off to select the bras. 

When she returned I was ordered by my wife to try on each of the bras in the store in front of all the women. I decided to take a stand and refused to put on the bras and reached for my shirt but Janice grabbed my arm and twisted it. Taken by surprise I was no match for her and she marched me over to a chair outside the dressing room. I had not realized how strong my wife was or how weak I was.

Still twisting my arm behind my back she asked Monica to pull my shorts down. Monica complied and I was standing there in my new black panties which caused even more laughter. Before I could even think about it I was lying across Janice’s lap and she was spanking me. I was stunned by the turn of events and tried to wriggle my way off her lap but she had a firm hold on me and continued to abuse  my ass. I tried to hold back the tears but was unsuccessful and by the time she stopped I was bawling. I don’t know what was more embarrassing, the girls getting an eyeful of my pantied butt  or seeing a grown man in tears after a spanking from a girl. 

Janice

Grabbing him was a calculated risk. I didn’t really think he would allow me to spank him in public but once I had his arm twisted, I realized that he was really under my control. I realized then that I was the stronger of the two of us and that really excited me. I knew I would have to change my panties after this was all over. Fortunately I had prepared for this eventuality. 

Joe

She pushed me off her lap and I landed on the floor crying like the sissy I appeared to be. Janice stood up and ordered me to stand. I quickly got up, afraid of angering her any further. I reached for my pants hoping to at least hide my panties from view but Janice slapped my face and told me to leave them there. 

Standing there in only my panties, one by one, I tried on the 6 bras that Monica brought over. The women in the store laughed throughout my ‘performance’. When I thought my ordeal was over Monica brought out a box and showed the contents to Janice. They whispered to each other, Janice laughed and nodded.  She then told to me remove the black bra I was wearing which matched my new panties.. Monica took out a marker and carefully drew a circle around each of my breasts. She then spread some kind of paste within the marks and took out breast forms from the box. She placed each on my chest and ordered me to hold them. They were very realistic looking with large areolas and nipples. After a few minutes she told me to remove my hands from my new breasts and I immediately felt their weight. I was almost grateful when ordered to put on the bra as it relieved the strain on my back. I knew there was no way I could hide my breasts and was on the verge of tears

I was then allowed to get dressed. Not only were my new breasts obvious but the nipples protruded through the thin tee shirt I was wearing along with the outline of my bra. I was the subject of laughter and many derogatory comments as we walked through town. 

Janice insisted we stop for lunch where I was subjected to more laughter and ridicule. All she allowed me to eat was a small salad to keep my girlish figure. Normally I would have wanted a much bigger lunch but I had no appetite and only wanted to get out of there as soon as possible. Our honeymoon had turned into a disaster as far as I was concerned.

When we returned to the hotel she decided that she wanted to sunbathe and take a swim. 

“You don’t have a swimsuit you can wear with your new additions. We should have gotten you a bikini while we were out” she said.

I breathed a sigh of relief assuming that she wasn’t going to make me go to the pool in my swim trunks.

“Still, you need to get a tan.”

I got very nervous as she stood there looking at me. Then she smiled.

“Strip to your underwear!”

“Surely she wasn’t going to make me got to the pool in my panties and bra” I thought as I stripped for her.

She took out some sun screen and began spreading it on the exposed parts of my body. 

Janice

I seriously considered taking him down to the pool in my bikini, but decided that would wait. My main goal at this point was to give him bikini tan lines and that could be achieved without leaving the room.

Joe

Then she grabbed my hand and led me to the balcony where we had a couple of lounge chairs. It over looked the beach which was very crowded at that time of day.

“You can sunbathe up here and I expect you to have an even tan when I return. And don’t you dare remove your bra or panties!”

She then returned to the room, threw me a towel to lay on and closed and locked the door to our balcony. A few minutes later, dressed in her sexy bikini, she left the room leaving me stranded on the balcony. I was in clear view of anyone on the beach who looked up towards me. I confess that I sat down and cried. I loved Janice more than life itself, but I had failed her and meekly submitted to her feminizing me. I wondered if she would ever think of me as a man. Not wanting to incur her wrath any further I laid on the lounger and turned a few of times, getting the even tan she wanted me to have. 

When she returned to the room she unlocked the door to allow me in. When I removed the bikini my tan lines were very noticeable and Janice was pleased. It made me cry more though I tried hard to hold back the tears. We showered together in the large glass shower where I brought her off several times.  

She ordered me to put on a clean bra and panties and told me to wait while she dressed. She said she would be back in an hour and I was to just sit there in my underwear. 

I tried to ignore the erection caused by my panties and sat there in my feminine underwear wondering when and if she would tire of feminizing me and allow me to be the man she married.

My erection did not subside and got even stronger. I really needed to cum. No sex with Janice had left me feeling this way. My cock needed some relief. Figuring I had plenty of time, I lay on my back, took my cock out and began to stroke it. It felt so good. I closed my eyes and could feel the pressure building. I knew it would not be long before I came. As the first spurts of semen shot from my cock, I heard a scream and looked up to see Janice standing there. I could not stop my orgasm and feeling completely humiliated I came all over my stomach while she watched.

“So this is why you can’t satisfy me at night!” Janice said. 

“It’s not what it looks like!” I said.

“Really? Are you telling me you were not jerking off and that you did not shoot your spunk all over yourself?”

“No, but…”

“Quiet! I know what I saw. Do you take me for an idiot? Don’t say another word! Clean yourself up and wait there for me! Do you understand?”

I nodded, unable to respond verbally.

With that she left the room. I removed my underwear, took a quick shower, and put on a fresh pair of panties and bra. Then I sat on the bed nervously waiting for her return while ignoring the erection that occurred when I slipped on the clean panties.

Janice

I expected that he would jerk off and set himself up for the next step in his emasculation. I have to admit that I had never been so turned on as much as I was by my domination and feminization of Joe.  Don’t get me wrong! I still loved Joe, but I realized that what I wanted was a sissy for a husband and assuming he didn’t just walk away, I had what I wanted.

Joe

She was gone about an hour. Janice was all business when she ordered me to drop my panties to my knees and stand in front of her. She produced a strange looking device from the bag she was carrying and knelt in front of me. She grabbed my balls and squeezed causing me to scream and to lose my erection. She put a metal tube around my penis. Then I felt her playing with my balls and put something around my scrotum.. 

“I don’t think you will be touching yourself any more without my permission” she said and laughed while she stood up.

“What have you done?” I asked her as I noticed my penis completely enclosed by a metal tube with a tiny bit of the head peeking out.

“I bought you a chastity device. It is locked on and I will hold the keys. You will not be able to remove it without them, hence you will need my permission to orgasm.”

“Take it off!“

“And if I don’t?”

“Please Janice, don’t do this to me.” I begged.

She ignored me and pulled a pair of pantyhose out of a drawer and threw it to me. “Pull up your panties and put these on! We are going out!”

As I pulled the pantyhose up my legs I noticed she was pulling a dress out of the closet.

“Here, you will wear this” she said as she handed me the dress.

I had never worn a dress and I sure as hell didn’t want to go out in public wearing one. 

“No! I am not wearing a dress in public” I said with all the conviction I could muster.

“Really?” she answered.

“Really!” I responded and stood there facing her.

Janice

“Wow!” I thought.

It was the first time he stood up to me. I smiled at him but said nothing. I was not about to let his rebellion stand.

I took a couple of steps toward him encroaching on his personal space. He took a step back. Before he could take another I slapped him twice across the face. Then I grabbed his arm, and easily twisted it behind his back. It forced him to bend over and once again I spanked him. Quickly his resistance crumbled and with the tears streaming down his face he begged me to stop, and agreed to wear whatever I dictated. I had been waiting for the moment when I would push him too far and wondered how it would transpire. I knew then that he accepted me as the dominant partner and would do my bidding. The look in his eyes told me that he knew it too.

Joe

I realized that I had to accept that Janice was stronger than I was and could and would dominate me for her pleasure. Reluctantly I accepted the dress she handed me.

It was a yellow mini dress with spaghetti straps and a full skirt that did not come close to reaching my knees. It was clear to me that any breeze would threaten to expose my panties if I weren’t careful. Then she handed me a pair of yellow sandals with 4 inch stiletto heels and sat me down to put makeup on me.

“You will have to learn to do this yourself!” she told me.

“How long was she going to keep me in girls’ clothes?” I wondered but was too afraid to ask. Then she brushed and combed my hair into a more feminine style.

She explained to me how to walk in heels and had me practice while she changed her clothes. She handed me a small yellow purse that matched my dress and shoes and grabbed my hand to pull me out the door. I was extremely nervous on the street. There was a breeze blowing and I was constantly aware of my skirt moving in the breeze. From a distance I thought I might pass as a girl but anyone who got a close look would see my true gender. I was painfully aware of the stares I received from people who passed close to us on the street and cringed when I heard anyone make a comment about me. 

We walked to the lingerie store which had a sign on the door indicating it was closed. Janice knocked 3 times on the door and Monica opened it. She led us to the back and up some stairs into an apartment where she apparently lived.  

We were led into the living room and offered drinks. Janice asked for a martini and for me a Shirley Temple.

“My sissy husband can’t handle alcohol” she said causing Monica to laugh.

She called for Marie and a sexy girl in a short white dress wearing a black apron appeared. Monica told her our drink orders and asked for a martini for herself as well.

“So what do you think of Marie?” Monica asked Janice.

“I can’t believe that is your boyfriend” she replied.

I was dumbstruck. I didn’t think there was any way that this pretty girl could be a boy.

“I will prove it to you“ replied Monica. 

A few minutes later Marie reappeared while carrying four drinks and some canapés. She gave the martinis to the girls and one of the Shirley Temples to me. Monica ordered her to remove her apron. When she had done so, Monica told her to lift her dress. Marie begged Monica not to force her to do that. Monica replied by standing up and slapping Marie hard across the face. I could see the tears in her eyes but she reached down, grabbed the hem of her dress, and lifted it clearly exposing the lump in her panties. 

Janice laughed and clapped her hands. 

“That is amazing” she said. “I would never believe that he, or rather she is a boy if I hadn’t seen the proof.”

“That is one of the reasons I invited you here tonight” replied Monica. “If you like we can make Joe look like a girl also, or you can keep him as a sissy boy. It is your decision.”

Janice

I hadn’t actually thought that far in advance, but the idea of Joe being able to pass as a girl was intriguing. I began to imagine going to clubs with him in a dress and his being hit on by guys. The idea was making me wet. I took a long look at Joe and could see him squirming on the sofa. Up close he did look like a man wearing a dress. When I looked at Marie it was hard to picture her as a man, yet the proof was there.

“So what would you do to make him look like a girl?”

“I will cut and shape his hair into more feminine style. His makeup is not bad but it could be improved. I can show you how to do it if you like.”

Joe

“Please Janice. I don’t want to look like a girl. Anyway, this will end when we go home. Won’t it?”

”I kind of like having my own sissy to boss around but the idea of his being able to pass as a girl intrigues me”  she told Monica without answering my question.

“Great!” Monica said. “Let’s get to work! Joe, remove your dress. I don’t want to get makeup on it.”

I glanced over at Janice. She gave me a stern look.

“You will obey Monica as you would me. Is that clear!?”

I nodded. 

“Good, now remove your dress!”

I slipped my dress off and sat on the chair as Monica directed. She took some makeup remover and completely removed all my makeup. She put a towel around my neck and with a pair of shears began snipping away at my hair. She put some kind of gel in it and then combed and brushed it. When she was satisfied she began to work on my face. Between my hair and makeup a good 2 hours passed. Then she held out some nail extensions, wordlessly asking Janice if she wanted those added as well. With a grin on her face, Janice nodded and Monica went to work on my hands. She filed my nails, roughed up the surfaces, and began attaching the extensions to my nails.

“These will not come off easily. I am using a form of super glue” she laughed.

After attaching them she then put on pink nail polish to match the lipstick I was wearing.  When she finished she removed the towel and handed me my dress, ordering me to put it on. I stepped into it and stood there while Monica zipped me up. Then I stood there nervously as Janice stared at me. 

Janice

As she worked on him, Monica explained to me what she was doing and why. I paid close attention and was amazed at his transformation. While I wouldn’t call Joe a beautiful woman, he was certainly cute enough to attract attention. I had no doubt that he would be hit on by men wanting to get into his panties and quite frankly I was anxious to see that occurring.

“So what do you say?” asked Monica “Should we go to clubbing?”

“Oh yes! Let’s do it” I replied.

“I will change quickly and then go. I know just the club” said Monica and the two of them disappeared

Joe

 “Please Janice, this has gone far enough. I can’t…. I am… your husband.”

“Yes you are.” She said with sarcasm. “A husband who can’t keep an erection long enough to fuck his wife. Well I need to be fucked!”

I couldn’t believe she would even consider having sex with another man and on our honeymoon. I did not know how to respond to that and kept silent. I was fighting back tears thinking of her cuckolding me.

Janice

I didn’t really mean to imply I was looking for another man, but at that moment I was actually thinking of Monica. I had never been interested in another woman but there was something about Monica that I found extremely enticing and if I was interpreting her correctly, she was interested in me as well. 

We sat there silently for a few minutes until Monica and Marie joined us. Monica was stunning in a short red dress. Marie had not changed her clothes.

“Isn’t Marie coming with us?” I asked.

“Not tonight. She has chores to do.”

Joe

Before we left her apartment Janice surprised me by removing the cock cage but made sure my penis was pulled back between my legs. In just a couple of minutes a Lyft appeared. All three of us squeezed into the back seat and I found myself sitting in the middle. Both girls tortured me by running their hands up my legs which was causing my cock get hard. It was painful since my it was pulled back between my legs. I was grateful when we finally arrived at the club and in few minutes my attempted erection subsided.

Janice

There was a lineup waiting to get in but Monica obviously knew the bouncer at the gate and he waved us into the club. Monica grabbed my hand and led me to the bar, leaving Joe to fend for himself. 

Joe

I watched as the girls hurried into the club. Being unaccustomed to the heels I could not keep up with them and they soon disappeared in the mass of humanity. I wanted to cry being left alone in this club with a lot of hot girls and me one of them. I tried to find them and went towards the bar reasoning that they would be getting drinks. 

It didn’t occur to me at first that there were only women in the club. Certainly some of them were very masculine in their appearance and I assumed they were men. 

I did not see Janice or Monica at the bar and in a moment of panic, the thought did cross my mind that they had exited through some other door and left me there. I knew Janice was angry and frustrated with me but I didn’t really believe she would leave me there.

While I stood there looking around for Janice I felt a hand on my back.

“Looking for someone in particular?”

I heard this husky voice ask me. I turned toward it and found it belonged to a large and very masculine woman. I was afraid to answer fearing my voice would reveal my true gender and nodded. 

“Your girlfriend?”

I shook my head afraid my voice would give me away.

“What’s your name?”

I realized that we hadn’t talked about giving me a girl’s name so I blurted out the first one that came to my mind.

“Emma.”

“Okay Emma, I’m Gina. Right now I need you to come with me Emma!” she ordered.

She took my hand and led me to the back of the club. I could feel her strength and was frightened. There was a door there with a large woman standing guard. She obviously knew Gina and stepped aside as Gina opened the door and with a firm grip on my hand pulled me in. She locked the door and turned to me.

“Wh..what are we doing here?” I asked as my nervousness increased.

“The more relevant question is what are you doing here? You do know that this is a lesbian night club. That means only girls. Neither men nor sissies like you are allowed.”

“I..I didn’t know. Please let me go?”

“Not yet!” 

Before I could react she grabbed my hand and twisted my arm behind my back. Bending me over she walked me to a bench where she sat down and pulled me across her lap.

“Please don’t do this. I will go peacefully” I begged,

Ignoring my plea, she lifted my skirt and pulled down my panties. She was far stronger than Janice and the spanking she gave me hurt far more. By the time she let me up I was crying like a baby. She ordered me to stand in front of her like a schoolgirl who had misbehaved and was sent to the principal’s office. I immediately started to rub my sore ass.  I was having difficulty getting my tears under control.

“Perhaps that will teach you not to go where sissies are not wanted.”

Janice

Monica and I had several drinks and dances together. She took the lead and I reveled in it. I don’t know if I was falling in love with her but I was certainly falling in lust. I could not wait to go home and have her bed me. 

Joe

Gina grabbed my arm and literally pulled me back through the club. I frantically looked for the girls but did not see them. When we got to the front door she shoved me out. It was all I could do to maintain my balance. I heard her tell the bouncer not to allow me back in. 

I walked away as fast as I could crying. I had no idea what to do or where to go. Walking back to the hotel was not an option in my heels. I managed to get my crying under control and realized that I was still clutching my purse. I looked inside hoping and praying that there was money inside but all I saw was a lipstick and a few condoms. I had no way to contact Janice and was not even sure she hadn’t left me there. I started crying again feeling hopeless. I felt very vulnerable in the skimpy clothes and feared that I would be recognized as a sissy and beaten up. I had no idea what to do.

It was at that point when a man approached me.

“Are you alright?” He asked me. “Is there anything I can do for you?”

I looked up at him and recognized him as the Lyft driver who had brought us to the club I had noticed him staring at me when I was getting in and out of his car. I shook my head to indicate I did not want his help, all the while crying.

“You came here with 2 other girls. Where are they now?” he asked me.

“I don’t know”.

“Well, you look like you could use some help, can I drive you some place?”

“I can’t pay you. I don’t have any money.”

“Don’t worry about that, we will think of something.”

Not thinking clearly, I failed to understand what he meant by that and agreed to let him drive me back to the hotel. 

“So what’s your name?”

“Emma”

“Well Emma, I am Stu. It’s nice to meet you.”

“You too.” 

I smiled at him thinking he was rescuing me. About halfway there it finally occurred to me I didn’t have a key to my room.

“I can’t go to the hotel. I don’t have a key to the room.”

I began to cry again.

“It’s ok” he said “just get one from the front desk.”

“The room isn’t in my name. It is in my girlfriend’s”

“Give them her name”.

I nodded, wondering why I didn’t think of it.”

He pulled into the parking lot and turned off the motor.

“I will walk you to your room.”

He got out of the car and walked around to the passenger side. He opened the door and extended his hand to help me out.

I smiled at him and thanked him. I gave Janice’s name to the hotel clerk and she gave me a key. I was surprised at how easy it was. When we got to the room he took the key from me and opened my door. I turned to him to thank him but he surprised me when he put his arms round my waist, pulled me towards him and kissed me long and passionately. His tongue invaded my mouth. I tried desperately to free myself but he was too strong. He finally broke the kiss but before I could say anything he lifted me in his arms with one hand under my knees and the other supporting my back. He carried me into the room and kicked the door closed.

“Wh..what are you doing?” I asked fearful of his answer.

“Collecting my fare cutie.” 

He took a step toward me and I backed away.

“Oh, come on” he said “you didn’t really think I wasn’t expecting payment for the ride now, did you?”

“But you said not to worry about it”

“That’s right. You don’t have to worry about it. Since you don’t have money I will take alternative payment.”

His smile was lascivious. The light finally dawned as I realized what he wanted. He grabbed me again, pulled me to him, began kissing me and ran his hand up my leg and under my skirt. I managed to break the kiss but could not free myself from his arms.

“No please! I can’t do what you want.”

“Why not? Are you having your period?””

It took a moment for me to realize what he was asking me, but once I did I felt that he had thrown me a lifeline.

“Yes, yes I am and it is a heavy flow. I can’t have sex with you.”

He released me and smiled at me. The he unzipped his trousers and pulled out his cock, and it was a giant one. I mentally compared it with mine and realized how tiny I was compared to him.

“What are you doing?” I asked.

“There are other ways you can repay me. You have 2 other holes I can use. Which one will it be?”

I was in shock and couldn’t say anything. After a few moments he spoke.

“Ok, I will use both of them. On your knees!”

I stood there frozen with fear.

“NOW!” he shouted.

I quickly dropped to my knees.

He took a couple of steps and pinched my nose forcing me to open my mouth for air. Then he rammed his cock into my mouth.

“Try anything…..” he said “and you will not live to see tomorrow. Understand?”

I could only nod my head and got to work sucking him. Never having had a blowjob I was not sure how to proceed. I knew what felt good to me when I jerked off so tried to duplicate that with my tongue. It seemed to be working and I could feel his cock getting hard. Then he took charge and began to fuck my face, ramming his cock down my throat.

“Ughh…ahh…” he moaned in pleasure as my mouth massaged his erect cock.

Soon I could taste his  precum and knew he wasn’t far from dumping his load down my throat. 

“I’m gonna cum and you better swallow it all” he said leaving me to imagine what he would do if I didn’t comply.

As he shot his first load down my throat I could hear the door opening.

“What is this?” I heard Janice say.

Stu continued to fuck my face and ejaculated 3 more times down my throat and down into my stomach before finally withdrawing. I managed to swallow most of it but some dripped down my chin and onto my dress and the carpet. Stu tucked himself in and turned towards the door. 

“Good evening ladies” he said to Janice and Monica as he walked out the door like nothing had happened.

Janice

Monica and I looked shocked at what we saw. I think we would be great actresses. Everything that Joe, or should I say Emma went through was setup by Monica. She is friendly with Gina who was a willing participant. Stu is also a friend and bisexual. He has a thing for girls with something extra and was more than happy to participate. In fact he mentioned that it had been a while since he got any “action.” Also, I should point out he is not a Lyft driver, not even close. 

Joe

“It’s not what it looks like” I said.

“I think it is exactly what it looks like.” Janice replied.

She approached me and ripped my cum stained dress off me leaving me standing there in my bra and panties. She quickly divested me of my panties and to add to my humiliation I had an erection. 

It is obvious what turns you on and it is not me” said Janice. “Cocks and panties are what turn you on.”

“No it’s not true” I said but with little conviction.

“Was I really turned on by sucking a cock?” I asked myself.

“Jerk off!” she ordered me.

Monica was giggling in the background. While I was very horny the idea of jerking off in front of them was too humiliating. I was too afraid of the consequences too refuse, however,  so I took my cock in hand and began to stroke myself.

“Wait!” commanded Janice.

She went into the bathroom and quickly returned with a paper cup. It was obvious to me what she wanted and following her order I positioned it to catch my ejaculate. It didn’t take me very long to shoot my load into the cup. Without saying a word she motioned with her hands ordering me to drink it. I knew better than to refuse and so with great reluctance I put the cup to my mouth and quickly swallowed it hoping to avoid tasting as much as I could.

She then took my cock cage and put it on me. Using a bathrobe sash she tied my hands behind my back. Then she removed her panties and stuffed them in my mouth. Another bathrobe sash was tied around my face preventing me from spitting out her panties. She marched me to the closet and closed the door, telling me that is where I would spend the night. 

It was dark inside with little light in the closet, but I could hear Janice and Monica making love until the wee hours of the morning. Their moans and sighs and my imagination of what they were doing were turning me on causing me great discomfort as my cock tried to get hard in the confines of the cage. Somehow I managed to fall asleep on the closet floor.

Janice woke me up and freed me from my bondage. She did not remove the cock cage. Monica was gone.

“I will lay out clothes for you while you shower. Hurry, we are going home today and we still have to pack.”

I had forgotten that today was the day we would be leaving. I hoped it would bring an end to this nonsense as I thought of it and that we would have a normal life when we got home. After my shower I returned to the bedroom. While she had laid out pants it was clearly a woman’s pant suit. And it was pink. Next to it were panties, a bra, a garter belt and stockings, and a white blouse. On the floor was a pair of pink pumps with   low heels. I waited for Janice to come out of the shower.

“Please honey, let me wear men’s clothes on the plane” I begged her.

“You don’t have any. I got rid of them. You are a sissy and don’t deserve to pretend to be a man.”

“But I can’t dress like a girl on the plane.”

“Since there are no men’s clothes in the room you have a choice. Wear the clothes I left for you or a dress. Your other option is you can stay here, but I am going home.”

She turned away from me and dropped her towel. Despite all that had happened I still wanted her. Praying the humiliation I was bound to feel traveling was less than I expected I dressed in the clothes she had laid out for me. When I put on the blouse I saw that it was translucent. It clearly displayed the lacey bra I had on underneath. I would have to keep the jacket buttoned. She helped with my hair and I put on my makeup. I realized that I could pass as a woman and felt a bit better about the whole situation.

We had breakfast and caught a taxi to the airport. We checked our bags outside and since we had checked in online, we proceed directly to security. It was then that it finally occurred to me that my id had me as male but my appearance was anything but. It didn’t take a genius to notice the difference. The security guard called over a couple of his colleagues, one male and one female and they had a conversation that I couldn’t hear.

The female guard picked up my carryon bag and told me to come with them.  I was very nervous as they took me into a room and locked the door. There was a table and two chairs in the room, otherwise it was pretty stark.

“I am Tina and my colleague here is Ralph. It is our job to find out who you are. Is this really your id?” she asked me.

Unable to speak I simply nodded. 

She placed the carryon bag in the table and ordered me to empty it. I hadn’t seen what Janice had put in there so I was surprised to find, in addition to my toilet articles, makeup, tampons, and a skirt neatly folded that exactly matched my suit.

Ralph came forward and spoke to me.

“We are going to have to ask you to remove your pants.”

“Why?’

“You say you’re a male yet you are dressed and look like a female. You are carrying items that normally only a woman would carry. We need to know if you are a man or a woman and if you’re a man are you the person to whom this id belongs to?”

“But I am!”  I said and I could feel tears forming in my eyes. 

I blinked rapidly trying to hold them back.

“We can’t force you to undress but if you don’t we will have to assume you stole this id and we will arrest you. It is your choice.”

Reluctantly I slipped off my shoes and removed my pants. 

“Remove your pantyhose and your panties as well!”

I sat down to remove my pantyhose and then stood and slipped my panties off exposing my cock cage.

“Well Ralph, she is all yours” Tina said laughing. "I'll tell everyone not to bother you while you are on a long break. Go easy on her." 

She giggled as she locked the door, leaving me and Ralph in the room.

“I’m afraid you will have to remove your makeup as well and if you are wearing a wig that too has to go.”

I found makeup remover with my makeup and was able to get most of it off. I explained that it was my own hair.

Ralph looked me over while glancing at my id.

“Bend over the table sir, I need to check for drugs.” He said as he slipped on a pair of latex gloves.

I was extremely nervous but complied with his order.

“Please lay still and spread your cheeks with your hands while I inspect you,” he said.

I felt his finger on my asshole when he rubbed lubrication into it, his thick finger pressed deep inside me. I instinctively tried to get up, but he pushed me back down with his other hand. 

“Stay still sir, while I search you,” Ralph said. 

“This is a little..ahgg…un..comfort..able..” 

He pressed his big finger in and out making sure my hole was sufficiently coated with the lube for a while before adding a second finger. I felt very violated and exposed as his fingers explored my private hole.

"Please put your hands on your back sir."

I placed my hands behind while still  as his finger left my butthole and then felt his heavy hands placing my hands in handcuffs behind my back while still bent over the table.

"What is this?" I asked. 

I then heard a zipper being unzipped behind me and realized what he was going to do, but before I could move or say anything I felt him slide his cock into my ass. I opened my mouth to scream, but he shoved my panties into my mouth!

“If you scream I will tell them you resisted the drug inspection and show them the drugs I found hidden in your ass.” To make his point he showed me a small bag with white powder in it. I realized I was screwed, literally.

“Now nod if you understand,” he said. 

“Mphh..” I mumbled as I nodded.

“Good now hold still,” Ralph said as I felt his cock invade my intimate opening.

I did the best I could to endure the invasion of my ass by his large cock, but this was overwhelming as I realized I was effectively being emasculated. 

“Mmmphh!” 

SMACK!

I felt a hard slap on my butt! That was Ralph’s way of reminded me I was his. Once I felt his balls touch my own, I knew he was all the way inside.  

Bending over the table I had to put up with the ass fucking.

“Mpp…phh…” I moaned into the panties

“Uhhh….ahh…” Ralph moaned. “Oh yeah…this feels so good.” 

The sounds of Ralph’s thighs repeatedly smacking my butt as he conquered it along with the steady clicking of my heels against the floor echoed through the room made me feel like such a whore.

I was shocked to find myself trying to get erect within the confines of my cage. He was at it for what felt like an eternity before I heard a load orgasmic groan coming from him as I felt him deposit his big load inside me. Another shock awaited me as I felt myself cum in my cage.

After ejaculating his whole load, he stayed inside me as his cock turned soft, he then removed my panties from my mouth and used them to wipe his cock. After un cuffing me, he ordered me to put on the panties that he used to gag me along with my pantyhose. Standing up I felt some his semen drip down my leg. 

I was surprised when he ripped up my pants and told me to wear the skirt. It was a very short tight skirt and with no other option I did as told. Then he handed me my carryon and allowed me to join Janice. Without my makeup I was less passable and received many stares from people who I assume wondered about my true gender.

 I found a family restroom that I was able to lock and redid my makeup. It certainly didn’t compare with what Monica or Janice was able to do but I felt that I would be able to pass as a female. I wondered what would happen when we got home.

I was shocked when they started to board and Janice boarded with the first class passengers. I took another look at my boarding pass and realized I was in coach at the back of the plane. When I passed her sitting in first class she looked at me and smiled, but said nothing. Clearly I could not start a conversation with her at that point.

Janice

Joe was in the inspections room for a while, I knew what was going to happen to him, but of course I didn’t tell him. Stu had helped me get in contact with Ralph who also had a secret fascination with “ladies” like my Emma. This experience with a man would serve a dual purpose of introducing him to the lovely feeling of cock and also to make him more submissive. I just wished they would hurry up since I did not want to miss our flight.  

Joe

I had a middle seat with two men sitting on either side of me. It was the first chance I had to sit and realized the skirt was so short that without care I would display my garters and upper thighs. I knew it was going to be a long flight. Fortunately, neither seemed interested in me and I endured the flight without incident.

Janice’s mother met us at the airport. She did not seemed surprised to see me dressed as a female and was contemptuous of me as she ordered me to carry our suitcases to the car. While Janice told her mother about our honeymoon on the ride home I sat in the back feeling smaller and smaller. 

Though I had no idea where we would go from here, I was grateful when her mother dropped us off at our new home. Janice showed me to a small bedroom and explained that it was mine. She would be in the large master bedroom. I wanted to talk to her but she was too tired. I decided to sleep naked rather than wear any of the frilly nightgowns she had bought for me.

“We will talk in the morning after we have had some rest.”

I slept fitfully and was awakened early by Janice. 

“Get up” she ordered and pulled the covers off me revealing my naked body except for the cock cage. She was not a happy.

“Take a shower and come back here. We need to talk.”

I wanted to talk right then but afraid of angering her further I went to the bathroom and took a long hot shower. When I returned to my bedroom there was a note on the bed with a key. 

It read:

Dear Joe, or should I call you Emma?

The key is for your cock cage. But before you remove it read this note. You have two choices. 

Choice number 1 is to use the key to remove the cage. You may then dress in the men’s clothing I have left in the closet. You will then have to leave.

Choice number 2 is you leave the cock cage on and dress in the female clothes I have also left in the closet. You will then return the key to me and you may live in the house with me as my sissy maid.

In either case I will get an annulment since the marriage has not been consummated in the normal sense. I still love you, but it is obvious that we cannot have and I do not want a traditional marriage. As you well know, with our marriage I have gained control of my trust fund and can easily support both of us. Should you decide to stay your only job will be to serve and please me no matter what form it takes.

I do not expect to give up sex so you should know that I may bringing home men and women and I will expect you to serve them as you serve me.

The choice is yours. I do hope you will stay.

Love,

Janice

***********************************************************************************

I wish to thank Annabelle Brito for reviewing and making suggestions that have greatly improved the story. The characters are the from my perverted way of thinking.

This is complete fiction and any resemblance to persons living or dead is pure coincidence. I hope you enjoy it. Please leave your comments, good or bad. I try to learn from constructive criticism. If you prefer you may email me at kjensen0611@gmail.com.

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