Jay lives a life of deception, trapped in the role of a traditional stockbroker. To the outside world, he embodies success, but he feels empty, as if playing a part in a grand play. Though he wears expensive suits and dates women, he considers himself a virgin because he has never experienced the thrill he longs for. His true self, a femboy, remains untouched and hidden. He fantasizes about being degraded and dominated by a thug. He grapples with the fear and excitement of embracing his authentic identity, dreaming of liberation and shedding his inhibitions. In recent months, he has ...

With a sly grin, Harry and his coworkers reveal their twisted plan for Myles: Tricked Into Crossdressing. Myles feels a cold fear grip his chest as he remembers the humiliation and discomfort of past road trips. But this time, they take it to a whole new level, dressing him up in a skimpy schoolgirl outfit for their perverse Daddy roleplay game. Myles's body trembles with anger and disgust, but he knows he has no choice but to play along to survive this twisted ordeal.

Mistress Joyce begins her sissy slave training with Asher, sexually servicing Tiffany, a well-endowed transgender woman that once worked as a stripper at The Dirty Secret - the club Mistress Joyce manages. While accepting his role as a sissy and enjoying his new persona as Ashley. Asher must keep it a secret from his nosey father or risk losing his fortune. He's managed to convince his father to write him into the will. But he must complete one more task, buy The Dirty Secret. After breaking Asher in with Tiffany, Mistress Joyce transforms Asher into Ashley, her sissy slave, with a night of...

All these guys in these eight short Transgender Erotic Stories crave to be girls. Some make the transition to sissyhood on their own. Others need a push to get into panties, pantyhose, and lingerie. One thing is for sure: they love their new identities and the sexual perks that come with being feminized. Forbidden Feminization Sissy Used By Thugs Don't Cross(Dress) The Gangster Crossdresser Craves BBC A Crossdresser Wild Workout My Girlfriend's Secret Agenda Feminized Into A Porn Star Feminized To Pay The RentEnjoy!

Todd has tried to keep his sissy crossdressing fantasies and desires secret. Though he works for a legitimate brokerage, his only client is a criminal. Todd launders money for a criminal enterprise that runs illegal gambling houses and whorehouses. If his boss, a self-described lady's man, or the criminal overlord found out about Todd's secret, it wouldn't be good. Not only would he lose his job, but the substantial gambling debt he'd accumulated would be immediately due. Fat Tony, the owner of the illegal establishments, might even decide to end Todd's life. When Todd's boss dies and ...

Patty, Clover, and Raya are sorority sisters living life after college. The fun, wild times of college and men passed them by, and the reality of day-to-day living set in. Because of their experiences with shallow men, unfulfilling sex, and a deep need to get even, they have an opportunity to teach a dirty pig a lesson about what it’s like to be a woman. Danny Phoenix’s wife dumps him after she catches him crossdressing in her clothes. He wants her back and yet wants to experience being a woman. After witnessing the very public breakup of Danny and his wife at a restaurant, the three ...

Jaxon clenched his fists as he stepped out of the police car and into the cold, harsh light of the station. Another fight, another arrest. His stepmother's voice echoed in his head, preaching about how girls don't fight and are easier to raise. Navy, his wicked stepmom, had agreed to an anger management program suggested by Jaxon's attorney to get the assault charges dropped. Reluctantly, Jaxon entered the program, not knowing what to expect. As he entered the program, Jaxon was met with a heavy emphasis on feminization—from the pink walls and flowery decor to the gentle, soothing voices ...

Five Star Sissy is a sex-packed, transgender erotica novella. Sage fantasizes about cross-dressing daily. Perhaps it's more of an obsession. But Sage can't seem to cross that threshold and dress however she wants. That is until one night; she gets caught crossdressing. Mrs. Jacobs, a transgender woman, begins Sage's feminization with the help of a cheerleader named Grace. Sage is a reluctant crossdresser at first. But, as she settles into her new persona, she becomes more confident. Not only does Sage want to crossdress, but Sage wants to be a slut.

Liv, my girlfriend of five years, planned our European vacation all year. We traveled through Europe for two weeks, made love, and had a great time. When we checked into a hotel in Amsterdam, things changed. Liv was always bossy and demanding, but her demands became well freaky. Insisting we watch porn before sex. Not just any porn. But cuckold porn. Caged sissy crossdressers dressed in skimpy schoolgirl outfits were her particular kink. I developed a problem getting an erection as she humiliated me verbally. When I caught her with a guy, I left. Liv left, too, taking my wallet, cash, ...

Taylor's delicate features and soft mannerisms make him stand out among the crowd, but his wife Harper relishes in his femininity. She discovers Taylor's hidden desire for cross-dressing and sees it as an opportunity to spice up their monotonous sex life. With a cruel glint in her eye, Harper demands that Taylor become her sissy, dressing him in frilly lingerie and locking his manhood away in a cock cage. As she delves into the world of Femdom, Harper plans an exotic vacation where she can fully explore her newfound power over Taylor. Despite his reservations, Taylor allows himself to be ...