I have to wonder how soon, the mother in number 2 will bring around her Sissy Son's former girlfriends to have a good laugh and maybe give the Sissy some makeup tips. Then they can begin having the Sissy spend the night when their parents are away and they have their "New" Alpha Boyfriend over for some sex.
I'm sure he is. Partly because after seeing and feeling how impressive their new man is it only seems appropriate. He had always thought of himself as a man. Now with his wife lying back watching in post coital bliss he would receive the same vigorous unapologetic rogering that would put his delusions to bed. It does not matter how much attention he pays to his reaming. He knows he will never be able to match it. It is a mans world and he is not one of them.
How many fans of this fabulous site can identify with the sissy pictured in #14 ? Be honest, ladies....just admit that you would gladly walk a mile in her shoes for at least 24 hours if given the opportunity. After spending the night with a true Alpha Male, could you ever go back to pretending to be masculine?
You know, I just read # 14 very carefully. I honestly don't recall sending that one to Annabelle. Though I might have, it is also very possible that she discovered that one in her travels. However, it is beautifully written and I plan to use that in a future story, as it truly does encapsulate the eventual and inevitable collapse of the carefully constructed Facade where a Femme-Boi Sissy pretends to be "Straight" and not a failed Beta Male, and mercifully just surrenders to the femininity which everyone around him has been aware of far too long.
I hope your story includes a chapter (or 2 ) that chronicles how the sissy meets an older, wealthy Alpha Male who sponsors and encourages her on her transition. A frail fem boi like the one in the photo will need to be protected from being bullied. The sissy is probably a virgin. She will need an experienced partner to guide her on how to please a male partner. She should be taught to enjoy sex. The sissy will eventually become a housewife, but perhaps enrolling in Beauty School might be beneficial. The more time she spends in a feminine environment, the better. Good luck pretending to be straight when your part time job consists of being a shampoo girl while wearing leggings and a smock!
She is looking up at the man who turned her fantasy into reality the night before. While he had an MBA and was moving up in the corporate world, he fantasized about meeting a dominant man. Crossdressing was just a release until the guy in the apartment upstairs, a rough looking truck driver, caught her dressed up on the terrace. He came down and just took over. She went through all of the stages. Excited, then scared, the overpowered, then submissive. Now she is listening quietly as he tells her when he will be home and what he wants for dinner. She is thinking she is going to have to call in sick.
Truly, I didn't need very much encouragement. In fact once my Ex felt I had gone too far, she let me know by banishing me to one of the "Guest" bedrooms.
Was your Ex upset because you were starting to present as more feminine than her? Some women look at sex as a chore or an obligation. Perhaps she was threatened by your enthusiastic embrace of a feminine lifestyle and all that comes with it?
Tommy and Amy in #6 are sitting in the pub that they frequent on Friday night and Tommy is still holding out hope that the regulars won't recognize him. Silly boy, Amy is still Amy and she makes sure everyone hears her call him by name. When the other three guys from his golf foursome come in with their pretty petite wives, Amy invites them over to join them. At first the other guys just smirk, but as the evening goes on, their wives imitate him sitting on their husbands' laps and being as feminine as possible. As the evening ends, Amy suggests that she take Tommy's place on the golf course and offers that they come over after golf. Tommy spends the next morning cleaning the house and making cookies for the guys.
I'm sure his refusal to co operate and act appropriately when having his photo taken was the last strew for Amy. Her frustration in him not seeing the progress they were making pushed her to rip the paster off, and show the world the true nature of their relationship. Despite how pretty he now is, her insisting that she keep calling him Tommy will alert everyone to the fact that he is a failed male. Taking his place in the golf four will confirm who wears the pants or golf shorts in there marriage. I'm sure he will thank her in time.
What a gift #19 would be. Well-trained and perfectly coiffed, waiting patiently to service his Wife's visitor. It would be #10 as the delighted sissy after seeing what a professional can do that takes the prize. An interesting evening ahead. TY
#9 I think the unseen sissy in number 9 has been set up. Mistress "request" that he wear a mini skirt and suspender belt instead of his usual girdle and pencil skirt to the office should have alerted him that something was up. Samantha waiting for him in the hallway. She had aways looked at him with predatory eyes. He knew inside himself that he could not win but felt he had to resist. He just could not let this woman violate him. With his face pressed against the wall he could feel her heavy breast pushing into his back as she feasted on the base of his neck. As her fingers moved the back of his panties to one side he knew the battle was lost. As he sat in a stall in the ladies, Holding a cold towle on his neck and sobbing he did not know which was more humiliating. Being taken in this way or the fact that he had orgasmed and soiled his panties while it was happening. Now he would have to explain to his Mistress why he had taken so long to get her supplies.
#4 I don't think Chris would ever have had the courage to tell his mother the truth if Naomi wasn't by his side. Naomi was fed up with his dithering and went to get him. She bought a bag of more suitable clothes to wear to his new home and did his hair and makeup to her liking. With just his new handbag they were ready to go. She said he would need nothing from his old life. As Naomi steered him out the door he could see the disappointment in his mother's eyes and wondered if he would ever be allowed to change his mind. Then he realised his mind was no long his to change. She had taken his free will.
Wonderful synopsis. Likely a born Sissy. If his mother looked back she may have forgotten the times he watched her doing her hair and makeup, while seated at her vanity in lingerie.
I agree. I'm sure there were signs as he was growing up that he was less than boy-stress but she chose to ignore them. Hoping he would grow into the man she wanted her son to be. Naomi noticed as well and planed a different future for him.
The Wife in #11 knows what she's doing. Telling her spouse that he's no longer a husband will help to break him down. Keeping him in chastity can only accelerate that process. If the sissy having to obey her lover includes servicing him, that should be the final blow to the cuckold's masculinity.
#5 I think Elaine knew exactly what she was doing. It was about time Peter felt what it was like to be with a bit of rough. He would be much more appreciative of the gentleman she planed to introduce him to if he experienced what it was like to be manhandled and throne away with contempt by the likes of Henry and his crew. After a recalcitrant start Peters demaleing had moved into a more routine phase where he now understood what was expected of him. This would be a chance for her to step it up a bit.
I have to wonder how soon, the mother in number 2 will bring around her Sissy Son's former girlfriends to have a good laugh and maybe give the Sissy some makeup tips. Then they can begin having the Sissy spend the night when their parents are away and they have their "New" Alpha Boyfriend over for some sex.
ReplyDeleteJamie's Ex Girlfriend in number 21 really cares about him.
ReplyDeleteThe Sissy in number 7 has a truly, understanding Step Mother.
ReplyDeleteThe Sissy Cuck in number 20 just looks to be a little humiliated as he changes outfits.
ReplyDeleteI'm sure he is. Partly because after seeing and feeling how impressive their new man is it only seems appropriate. He had always thought of himself as a man. Now with his wife lying back watching in post coital bliss he would receive the same vigorous unapologetic rogering that would put his delusions to bed. It does not matter how much attention he pays to his reaming. He knows he will never be able to match it. It is a mans world and he is not one of them.
DeleteHow many fans of this fabulous site can identify with the sissy pictured in #14 ?
ReplyDeleteBe honest, ladies....just admit that you would gladly walk a mile in her shoes for at least 24 hours if given the opportunity. After spending the night with a true Alpha Male, could you ever go back to pretending to be masculine?
You know, I just read # 14 very carefully. I honestly don't recall sending that one to Annabelle. Though I might have, it is also very possible that she discovered that one in her travels. However, it is beautifully written and I plan to use that in a future story, as it truly does encapsulate the eventual and inevitable collapse of the carefully constructed Facade where a Femme-Boi Sissy pretends to be "Straight" and not a failed Beta Male, and mercifully just surrenders to the femininity which everyone around him has been aware of far too long.
DeleteI hope your story includes a chapter (or 2 ) that chronicles how the sissy meets an older, wealthy Alpha Male who sponsors and encourages her on her transition. A frail fem boi like the one in the photo will need to be protected from being bullied.
DeleteThe sissy is probably a virgin. She will need an experienced partner to guide her on how to please a male partner. She should be taught to enjoy sex.
The sissy will eventually become a housewife, but perhaps enrolling in Beauty School might be beneficial. The more time she spends in a feminine environment, the better. Good luck pretending to be straight when your part time job consists of being a shampoo girl while wearing leggings and a smock!
She is looking up at the man who turned her fantasy into reality the night before. While he had an MBA and was moving up in the corporate world, he fantasized about meeting a dominant man. Crossdressing was just a release until the guy in the apartment upstairs, a rough looking truck driver, caught her dressed up on the terrace. He came down and just took over. She went through all of the stages. Excited, then scared, the overpowered, then submissive. Now she is listening quietly as he tells her when he will be home and what he wants for dinner. She is thinking she is going to have to call in sick.
DeleteI have a question for Miss Bouffant. Have any of the women in your life used one or more of the suggestions in #17 to expedite your transition?
ReplyDeleteTruly, I didn't need very much encouragement. In fact once my Ex felt I had gone too far, she let me know by banishing me to one of the "Guest" bedrooms.
DeleteWas your Ex upset because you were starting to present as more feminine than her?
DeleteSome women look at sex as a chore or an obligation. Perhaps she was threatened by your enthusiastic embrace of a feminine lifestyle and all that comes with it?
Mostly, she desired a real man in her bed, and I wasn't quite filling that bill.
DeleteThis comment has been removed by the author.
ReplyDeleteTommy and Amy in #6 are sitting in the pub that they frequent on Friday night and Tommy is still holding out hope that the regulars won't recognize him. Silly boy, Amy is still Amy and she makes sure everyone hears her call him by name. When the other three guys from his golf foursome come in with their pretty petite wives, Amy invites them over to join them. At first the other guys just smirk, but as the evening goes on, their wives imitate him sitting on their husbands' laps and being as feminine as possible. As the evening ends, Amy suggests that she take Tommy's place on the golf course and offers that they come over after golf. Tommy spends the next morning cleaning the house and making cookies for the guys.
ReplyDeleteI really enjoy the way Tammy plays with her hair like a girl.
DeleteI'm sure his refusal to co operate and act appropriately when having his photo taken was the last strew for Amy. Her frustration in him not seeing the progress they were making pushed her to rip the paster off, and show the world the true nature of their relationship. Despite how pretty he now is, her insisting that she keep calling him Tommy will alert everyone to the fact that he is a failed male. Taking his place in the golf four will confirm who wears the pants or golf shorts in there marriage. I'm sure he will thank her in time.
DeleteWhat a gift #19 would be. Well-trained and perfectly coiffed, waiting patiently to service his Wife's visitor.
ReplyDeleteIt would be #10 as the delighted sissy after seeing what a professional can do that takes the prize. An interesting evening ahead. TY
#9 I think the unseen sissy in number 9 has been set up. Mistress "request" that he wear a mini skirt and suspender belt instead of his usual girdle and pencil skirt to the office should have alerted him that something was up. Samantha waiting for him in the hallway. She had aways looked at him with predatory eyes. He knew inside himself that he could not win but felt he had to resist. He just could not let this woman violate him. With his face pressed against the wall he could feel her heavy breast pushing into his back as she feasted on the base of his neck. As her fingers moved the back of his panties to one side he knew the battle was lost. As he sat in a stall in the ladies, Holding a cold towle on his neck and sobbing he did not know which was more humiliating. Being taken in this way or the fact that he had orgasmed and soiled his panties while it was happening. Now he would have to explain to his Mistress why he had taken so long to get her supplies.
ReplyDelete#4 I don't think Chris would ever have had the courage to tell his mother the truth if Naomi wasn't by his side. Naomi was fed up with his dithering and went to get him. She bought a bag of more suitable clothes to wear to his new home and did his hair and makeup to her liking. With just his new handbag they were ready to go. She said he would need nothing from his old life. As Naomi steered him out the door he could see the disappointment in his mother's eyes and wondered if he would ever be allowed to change his mind. Then he realised his mind was no long his to change. She had taken his free will.
ReplyDeleteWonderful synopsis. Likely a born Sissy. If his mother looked back she may have forgotten the times he watched her doing her hair and makeup, while seated at her vanity in lingerie.
ReplyDeleteI agree. I'm sure there were signs as he was growing up that he was less than boy-stress but she chose to ignore them. Hoping he would grow into the man she wanted her son to be. Naomi noticed as well and planed a different future for him.
DeleteAndre, in number 18 must be over the moon about having a full weekend to spend with that effeminate sissy model before his sale to the Arab sheik.
ReplyDeleteThe Wife in #11 knows what she's doing. Telling her spouse that he's no longer a husband will help to break him down. Keeping him in chastity can only accelerate that process. If the sissy having to obey her lover includes servicing him, that should be the final blow to the cuckold's masculinity.
ReplyDelete#5 I think Elaine knew exactly what she was doing. It was about time Peter felt what it was like to be with a bit of rough. He would be much more appreciative of the gentleman she planed to introduce him to if he experienced what it was like to be manhandled and throne away with contempt by the likes of Henry and his crew. After a recalcitrant start Peters demaleing had moved into a more routine phase where he now understood what was expected of him. This would be a chance for her to step it up a bit.
ReplyDeleteI don't get the Sissy in number 16? Doesn't complain when she has Paul screw him?
ReplyDeleteWell, yes, dear. She said she makes PAUL have sex with the sissy, she does not make the sissy have sex with Paul.... maybe it is punishment for Paul?
Delete