Showing results by author "Phoebe Pearl" in All Categories

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 ...

John, a dedicated nurse, has been secretly harboring a desire to be a sissy maid. When his wife Samantha goes away on a business trip, John indulges in his fantasy by dressing up in a frilly maid outfit. However, Samantha returns home early and catches him in the act, leading to an honest discussion about John’s submissive, feminine desires. After weeks of trying to wrap her mind around this new twist in their marriage, Sam meets Charles Thompson, an older gentleman. The couple agrees to meet Charles, and they are drawn in by his sophistication and understanding of nature. Charles ...

Eve's world shatters as she discovers Adam's secret affair with their seductive Domme neighbor. Consumed by anger and betrayal, she confronts the woman and uncovers her husband's hidden desire to become a submissive sissy cuckold. In an act of revenge, Eve locks Adam in chastity for a week, determined to make him fully embrace his new role as her obedient and humiliated cuckold. But as the week progresses, will Adam succumb completely to his wife's control and become her permanent sissy slave? Only time will tell.

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 ...

Mr. Gay, a tenured college psychology professor, pretends he's conducting a study on sexual kinks, specifically about crossdressing and feminization. He acts like he's interviewing a stripper and dominatrix at a local bar. In reality, he's too scared to take the first step toward his secret desires to be feminized and crossdress. To talk to Kitty, he has to buy her drinks at the bar, and this causes him to get behind on his rent. Fed up with his delinquent rent, Ms. Martinez, his landlady, and a highly skilled special effects and makeup artist, plans to get her rent money and transform Mr. ...

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 ...

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 ...

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 ...

Because of his secret desire to crossdress, Jaden steals women's intimates from a store and ends up on probation. Mr. Ventura, his Probation officer, secretly desires to be with a sissy crossdresser. Penny, Jaden's best friend, has an idea to get Jaden off probation, change him into a woman, to feminize him. Jaden agrees to be femininized but reluctantly. In the end, Mr. Ventura gets his wish, and so does Jaden.

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.

In this steamy and provocative tale, we follow Audrey and Joey as they uncover hidden and taboo desires neither thought they had: submission, dominance, feminization, chastity, and discipline. Audrey’s husband, Joey, has a secret passion for her to be more dominant in bed, and he wants to be feminized. Slowly, Audrey inches into her new role, at first finding it repulsive. Feminize my husband? Dominate him? But once she has him in chastity, she discovers how much power this gives her. It’s addictive. And she loves it. As Audrey becomes more dominant, Joey loves her more and only wants ...

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 ...

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.

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 ...

In this steamy femdom erotica, Lila Montgomery takes control of her submissive sissy husband, Miles "Mia" Montgomery. Mia's naughty activities in the women's restroom result in his termination, and Lila seizes the opportunity to feminize him and make him her sissy maid. But that's not all - Lila has planned an elaborate evening at a notorious nightclub, filled with humiliating tasks for Mia as she searches for a bull to fulfill her desires. And when they finally find one, he joins them back at Miles and Lia's home for a night of wild sex. Mia's submission is pushed to its limit.

Oscar Yarrow is a timid and unassuming man who harbors a secret desire to embrace his feminine side. He yearns for the touch of a dominant woman, one who will take him under her wing and guide him on his journey towards sissification. When he meets a sophisticated and alluring woman, he can't resist joining her exclusive club known as the Sissy Cuckold Harem. The training he undergoes is intense and demanding, but Oscar is determined to prove himself worthy of being the perfect Sissy Cuckold for his Mistress. With each passing day, he begins to shed his old identity and fully embrace his ...

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.

Cole acts like an alpha male and treats his wife, Grace as if he owns her. He has a secret, however. He likes to crossdress and secretly wishes to be her sissy cuckold. He secretly cross-dresses until Grace catches him dressed in her panties one day. His secret is out. Grace is unsatisfied sexually. Cole's penis is small, and his lovemaking abilities are lacking. After catching him in her panties, very aroused, she intends to end the marriage. But her lawyer has another idea-feminize him and turn him into her sissy cuckold. This story includes: caught crossdressing, sissy cuckold husband, ...

Lilly is restless and dissatisfied. She craves sexual fulfillment, but her husband Ollie seems distant during their lovemaking. Is he preoccupied with work, making money, or playing golf? Lilly is shocked when Ollie hires her old friend Nova, who happens to be a dominatrix, for some kinky play. As they delve into their sessions, Lilly uncovers a secret about Ollie: he enjoys wearing women's panties and being humiliated. This revelation angers Lilly and she considers divorcing him or ruining him in revenge. However, Nova, being the creative dominatrix that she is, comes up with an idea to ...

John's secret sissy crossdresser life is just that secret! He dresses at home secretly, watches porn and masturbates. What he wants, what he craves, is to have fun with a group of horny guys. John loves being Nympha. He loves being girly, but he's never done anything sexual dressed as Nympha. So, from other crossdressers, he heard that a hotel called The Long Shaft is a great place to pursue his kinky and nasty fantasies. So, that's what he does, he rents a room and dresses, but it takes him ten Saturday nights to step out of his hotel room. When Nympha garners the courage to go out in ...