Showing results by author "Phoebe pearl" in All Categories

When Asher gets caught in Joyce’s bedroom, one of his renters wearing her lingerie, he’s sure his life is over, and if and when his father finds out, he’ll be written out of the will. He didn’t expect her to force him to play along with her feminization fantasy and turn him into her perfect sissy cuckold. Asher, fearful of losing his inheritance at first, reluctantly agrees. But, soon, his secret desire to be a sissy crossdresser, which he has controlled and hid from everyone, takes hold, and he submits to Joyce’s every erotic desire. Then, Asher becomes Ashley, begins his sissy ...

A white femboy, Kevin, works as a Correctional Treatment Specialist at a federal prison. He provides therapeutic services to inmates, focusing on gang members and helping them prepare for re-entry into society. At home, Kevin explores his feminine side by dressing as a girl and indulging in fantasies of being used by multiple men. He becomes fascinated with the idea of sissy chastity, believing it could help him feel more feminine and submissive. One weekend, he orders a pink chastity cage and, after some hesitation, locks himself in, committing to remain locked for thirty days, even while ...

This is a continuation of Book One: Demoted to Sissy Cuckold Husband. Carter and Ella pick up where they left off from. Ella, Carter's Mistress and wife, give Carter his first sissy assignment. He must complete it, go home, sit in the car, or do anything but watch her have sex with her bull. It sounds easy, but as he learns, Mistress is devious, sadistic, and demanding. She wants total obedience. Can Carter complete his task? Will he get his wish and watch his wife have interracial sex? Mistress Ella is enjoying her newfound skin. She loves dominating her husband, and as the night ...

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.

Whenever they were together, Charles felt he became someone he didn't like, so he decided it was time to step back leaving Landon alone in the mansion. Meanwhile, Jared, the popular quarterback known for his machismo had been dumped by Mia for reasons shrouded in mystery. This breakup was the catalyst for Mia's sudden silence towards Landon. Now, Jared, with his own secret agenda, sought out Landon for a conversation. Landon, however, was less than enthusiastic about the prospect of spending any time with a complaining jock. Determined to avoid the encounter, he sent Jared explicit photos ...

We both had the same motto: Looking for a few good men. My Marine brother-in-law forced me not only to crossdress but serve my country. Serving my country meant serving the Marines. It only took a gentle nudge to get me feminized and a little help from one of his female platoon sergeants. She transformed me from an insecure, effeminate man into a beautiful female. But there'd be a price for my female-to-male transformation. It was a small price to pay to be a woman for a night. But that night turned out to be a very long, intense night filled with taboo sex. If you love female-to-male ...

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 ...

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!

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 ...

During spring break, Landon and his friend, Mia, visit Mia’s father’s mansion, planning a girls’ weekend while her father is away. Mia is well aware of Landon’s fondness for dressing up as a woman and eagerly sets up activities that involve makeup and fashion. However, when a guy she likes calls, the girlfriend abruptly leaves, abandoning Landon alone in the sprawling house. Landon worries about what Mia’s father will think if he comes home and sees Landon dressed in a sexy crop top instead of a polo shirt. Landon asks, “Maybe tell him.” Mia says, “He’s very open-minded. ...

Alex loses a poker hand and is Forced To Crossdress. Ava, Sophia, Rose, and Olivia Feminize Alex. After Forced Feminization, Alex becomes Sophia's Sissy in Pink. Next comes a trip to the nightclub where Alex, now a Sissy Crossdresser, gets all the action he can handle. He dives right into Public Sex, Group Sex, and although he considers himself straight, he experiences sex with other men for the first time.

Owen Jones is the most capable financial investor in the country—as long as he’s wearing Dasha Cavendish’s panties, his boss’s wife. When Quincy Cavendish catches Owen in a compromising position with his wife. Not only is he screwing her, but he’s wearing lingerie. Owen gets fired. His life spirals out of control. He’s broke. Nowhere to turn he receives a Tantalizing Proposition. One he can’t refuse. An offer that will allow him to unleash his potential as a financial investor but unveil his true inner nature as a sissy.

Jen made it in a man’s world. She married a lovely, kind, and gentle guy, and he dotes on her. She’s the top-performing stockbroker at her all-male firm, but something is missing. Sex. Greg isn’t bad in bed, but he can’t keep up with her sex drive. Control. Control is missing, too. After a strange conversation with John at a cocktail party, things change. John reveals his secret life as a dom, and Jen is hooked. What happens next transforms not only Jen’s life but Greg’s. Jen begins feminizing Greg, and life as a Mistress begins for Jen, and Greg’s life as her sissy maid and ...

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.

Clover Fitch is a Dominant Shemale. She is a successful businesswoman who designs sissy and cuckold clothing and accessories. She loves to train Sissies and Cuckolds. She recruits Aiden to be her accountant and Sissy Cuckold. She has monthly reviews for all her Sissy Cuckolds. Will Aiden please his new boss? This includes: Forced crossdressing, caught crossdressing, male chastity, group sex, sissy humiliation and Femdom training.

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, ...

To survive and thrive as a dealer, Axel slides into the skin of a gangster. He plays the part well. No one suspects that buried beneath the alpha male swagger lies a secret fetish that could ruin everything he’s worked for. Kai clawed her way out of the ghetto to get into college. To pay her bills, she aids fellow females with male issues. She loves taking the alpha males she deals with down a notch or two. But what Kai hopes for most is not just to take a guy down a notch or two but to humiliate him, strip away every ounce of his masculinity, and then feminize him and make him her ...

Howie is on the verge of marrying Abbey, the girl of his dreams. But, he’s got some concerns about her past. Abbey’s hiding something, but neither the family attorney, Josh, nor Howie knows how big the surprise is. Abbey refuses to have sex with Howie until there married. So, Howie waited, thinking it was virtuous. Howie waited patiently because he loved Abbey and enjoyed her friendship. It was a long wait, but that wait was finally over. Now, in a secluded beachfront cottage, Howie gets down to business. On their first night alone, Howie discovers the one thing Abbey forgot to mention,...

Molly yearned for change, something to break the monotony of her love life. She liked men, but something was missing. She needed something different. She's a trainer for the stars, and when she meets Gala Armenta, she knows what that is. She needs a sissy. Paul's had two desires, one for Molly and the other for the pop superstar Gala. He would do anything to be with them. Molly and Paul are best friends until Paul decides to try to figure out what something different is that Molly wants. He was willing to do whatever it took to be by her side, even if he didn't fully understand what that ...

Angel is a cop. Angel crossdresses in secret. Angel only dresses privately, at home, and in slutty, revealing clothes. Pretending to be a slut relieves the stress of the streets. Saturday night is Angel the sluts night, when Jessica, his girlfriend, goes out for a girl’s night out. He has never gone out publicly until he hears a rumor about Jessica. Angel decides to do some undercover work. He dresses as slutty as possible because his destination is a nightclub known to cater to sluts, whores, loose women, thugs, and gangsters. He knows vice has raided the club numerous times for reports ...