Showing results by author "Phoebe Pearl" in All Categories

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 ...

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, ...

Robert Johnson is an alpha male. A hard-working, successful business and corporate attorney. His client list comprises some of the world's wealthiest and most famous business clients. He works hard and plays hard, especially with women. His wife knows full well that he cheats on her. So do most of his clients, and as far as they are concerned, it's okay. It's part of being an alpha male. His clients ignore his infidelities because he saves them millions. Betty ignores them because she was raised to believe the man is the final word in the house and that divorce is a sin. Robert has a secret...

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.

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 ...

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 ...

Eli has a very perverted habit. He strips naked and watches his neighbor, Ms. Stratford, as she stretches for her morning run. He does a little more than watch; he takes photos of her in compromising positions and masturbates each morning. Ms. Stratford is the ultimate Milf. Eli has another secret. He is obsessed with women's underwear, wearing them, and being feminized. But he can't fulfill his desires. He lives with three macho brothers, his mother, and his father. He's too scared to order panties online or purchase them in a store, fearing his secret desire to crossdress gets out. One ...

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 ...

Jason is an effeminate man. He is a fish out of water at Dream Body, the gym where Becky, the woman he has been infatuated with, works as a personal trainer. He joined the gym, hoping to impress Becky and gain her attention by bulking up. In the public eye, Becky is presented as someone who only dates strong, macho men. However, in private, she has a hidden attraction to delicate, submissive, effeminate men like Jason. Jason tirelessly works out for six months, hoping to catch Becky's eye. But despite his efforts, she remains oblivious to him. In a last-ditch effort, Jason schedules a ...

Keith Montgomery was a ghost on his college campus, blending into the background with ease. But one chance encounter with a mysterious female basketball phenomenon changed everything. In a moment of impulsiveness, Keith stole her panties and set off a chain of events that would turn his life upside down. Briana Jacobs, known as the muscular lesbian Goddess on campus, vowed to seek vengeance upon the culprit who dared to humiliate her. When she discovers that Keith is responsible for the theft, she wastes no time setting her plan into motion. She traps him in a web of Femdom dominance, ...

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 ...

Carter has desires he thinks his wife, Ella, won't approve of. He secretly pursues his passion for being feminized during his frequent business trips. He wants to tell Ella about his desire to become her sissy. To become her cuckold. To be her sissy maid, he chickens out every time he gets the nerve. Ella fantasizes about dominating and feminizing her husband, Carter. Her urges and fantasies include bondage, feminization, humiliation, and cuckolding. Because her fantasies are extreme and she's insecure about losing Carter, she never reveals her secret. One weekend everything changed. An ...

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.

Delving into the dark depths of dominance and submission, a twisted tale of feminization and insatiable desire unfolds between Bridgette and Benjamin. Bridgette struggles to find and effeminate a man who suits her needs. Benjamin struggles with his secret fetish—woman’s panties. After an accident, a fender bender brings the two together. Benjamin surrenders to the intoxicating rush of submitting to Bridgette’s will. Bridgette has her man until he’s no longer a man but a sissy. Her sissy.

Brook and Josie's marriage is stable, but their sex life has been reduced to a monotonous routine. One day, while rummaging through Brook's belongings, Josie stumbles upon a secret that ignites a fire within her - he desires to be a sissy cuckold and for his wife to feminize him. At first, Brook is hesitant and resistant to the idea, but with relentless persuasion and intense training from Josie, he slowly transforms into her devoted sissy cuckold. He serves her every whim domestically and sexually, submitting completely to her every command. Finally, after much searching, Josie finds the ...

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.

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. ...

Mistress Roxy was exhausted. Sissy Ella, her sissy cuckold husband, feels neglected. Roxy had just wrapped up her latest feature motion picture, and the long days and nights of directing had taken its toll on her and her sissy husband. As a Femdom Mistress, Roxy has always been in control of their marriage. During her long days, Sissy Ella never wavered in her obedient subservience, submission, and duties as a sissy maid. To reward Sissy Ella, Mistress Roxy plans an elaborate roleplaying scene at a secluded cabin, enlisting two bulls to assist in rewarding her sissy cuckold husband. With ...

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 ...

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, ...