Showing results by author "Phoebe Pearl" in All Categories

This book continues where A Sissy's Deceit, book one left off. In A Sissy's Deceit, book one, Landon dreamed of a liberating spring break at Mia’s estate. He envisions shedding his insecurities and embracing his true self as a sissy femboy. However, his plans take an unexpected turn when Mia leaves him alone at the mansion. The story picks up where Book One left off, after a night of passion with Charles. Charles feels regretful about engaging in taboo and kinky sex. He tells Landon that girls are his thing, not guys, leaving Landon to grapple with his feelings for Charles and debate ...

Jaxon's stepmom cruelly feminized him and molded him into her submissive sissy maid. Despite his initial resistance, Jaxon found himself embracing his femininity and eagerly fulfilling every request from his stepmom. After completing her twisted "scared straight" program, Jaxon musters up the courage to ask for a night on the town dressed as a woman. Confident in his passable appearance, he eagerly awaits Navy's approval, but what he doesn't anticipate is her sadistic twist. In a wicked display of dominance, Navy ensures that Jaxon's night out will leave him with unforgettable memories of ...

Adam Knight had it all: a high-paying job in investment banking, an expensive home in an exclusive neighborhood, and a luxury car—all that didn’t satisfy his one need. Every Friday night, Adam becomes Amanda. At first, crossdressing was enough. It isn’t enough anymore for Amanda; she craves to flaunt all the effort, money, and practice she puts into creating her feminine persona. Crossdressing at home, showing off on hookup apps, and hooking up with guys on those apps no longer satisfied her. Amanda needs more. Craves more. Not only size-wise but intensity-wise. Amanda needs to go ...

Mateo was an unpopular, brilliant, but socially awkward student who didn't fit in with the typical crowd. Skinny and effeminate, he lacked the confidence to pursue romantic interests, particularly his crush, Jennifer - a gorgeous blonde cheerleader on the debate team. Mateo started a cleaning business to pay his tuition, accepting a job at Jennifer's sorority house. The sorority was holding a service auction for charity, and at the last minute, one girl offering maid services dressed as a French maid broke a leg. There's only one person who can save the auction—Mateo. The sorority sisters...

Cole exudes an alpha male's confidence and assertiveness, often behaving like he possesses his wife, Grace, like a prized possession. Yet, beneath this facade lies a hidden truth. In the privacy of their home, Cole indulges in a clandestine passion—crossdressing. An unspoken desire simmers within him, yearning to become Grace's sissy cuckold. In secret, he adorns himself with delicate fabrics, slipping into her silky panties whenever he gets the chance. This hidden world of his remains undiscovered until one fateful day when Grace stumbles upon him, caught in the act of wearing her ...

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 ...

Cy, a successful and powerful corporate attorney, has a weak spot for her husband, Paul. She’d never let anyone at work or anywhere else run over her like she lets Paul. Cy can’t figure out why. He doesn’t work anymore. He doesn’t clean or make love to her like she wants. Cy tells herself one day, things will change. She thinks about cheating and finding an alpha male, which Paul is not. But there’s that weak spot she has for him. She considers divorcing him, but her moral character won’t allow that. She’s going out of her mind for good, mind-blowing affection when she meets a...

Gayle feels trapped in her cubicle, seething with resentment as her boss, Neil, takes credit for her tireless work. She watches him strut around the office while Neil basks in the glow of her accomplishments while she remains invisible. Gayle wonders how long she can stand watching him collect the credit and bonuses. She also notices something feminine about him. Gayle sees an opportunity to remind him who keeps things moving when Neil forgets to turn off his computer. Gayle discovers that instead of working. The discovery is like striking gold. The thrill of this secret weapon almost ...

Town Slut is the third book in my series: Sissy Slave Training. Asher Grainger, born into wealth and privilege, is the sole heir to a multi-million dollar fortune and desperately tries to please his father. Asher's father dislikes his son, referring to him as a momma's boy, a sissy, and refuses to put him in the will unless he can prove himself as a stud and a ruthless businessman. Asher succeeds in making tons of money for his father. But, his true nature, wanting to be a sissy, prevents him from having any luck with women. He sneaks into Joyce Johnson's rental home and gets caught trying ...

Dr. Jon Babbage is one of the most innovative research scientists in the world. But he has a secret, two secrets. One secret is that he’s discovered fraud committed by his employer, and he becomes a whistleblower. The other, if discovered—his secret desire to be a sissy— will derail the government’s efforts to bring justice. Jazz has been hired to find the whistleblower and ruin his or her life, assuring the whistleblower won’t testify. When Jazz discovers Dr. Babbage’s secret, she has other plans for him. As a Femdom Mistress, Jazz offers the doctor a choice, and the good ...

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 ...

Never in my life would I have imagined that I’d be in a position to fulfill some of my most secret desires. Never would I have imagined that the catalyst for fulfilling my kinkiest fantasy would be my best friend’s Mom, Mrs. Bourbon, the richest woman in America. Luke, My roommate had a particularly strange problem. He refused to masturbate. Six months into our four years at the strict all-male university, he’s failing every class and struggling on the football field. He needs sexual release. I’d offer to help, but he’d never allow another guy to take care of his needs. The ...

Landon is dreaming of a liberating spring break at Mia’s estate. He envisions shedding his insecurities and embracing his true self as a sissy femboy. However, his plans take an unexpected turn when Mia leaves him alone at the mansion. On the third day, this time it's one of Mia's father's friends, Steve, who's in a bind. Steve has a proposition: dress up as a girl and make my ex-wife jealous. Things turn wild when Vanessa (Steve's ex-wife) and her boy toy, Austin, decide to take the new girl on the block for a ride.

The once passionate and fulfilling sex life of husband Sterling and wife Harley has spiraled into a dull, lifeless routine. But one night, after an exhausting day at work, Sterling shocks his wife by revealing his desire to become her sissy cuckold. Though hesitant at first, Harley's inner perfectionist takes over and she eagerly sets out to feminize her husband and mold him into the ultimate sissy crossdresser. With each passing day, Harley becomes more ruthless in her forced feminization tactics as she trains, humiliates and disciplines her new sissy cuckold husband. And just when ...

Lila Montgomery takes control of her submissive sissy husband, Miles "Mia" Montgomery after Mia's naughty activities in the women's restroom result in his termination. Lila's infuriated that her husband got fired, so to teach him a lesson, Lila seizes the opportunity: "So you want to be a girl?" Lila feminizes him and makes him her sissy maid. "Might as well make use of your free time." 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, ...

Book Three of the series: Demoted To Sissy Cuckold picks up where Book Two, Clean Up Duty, Left off. Carter and Ella return home from a sex-filled and role-changing weekend. Carter is on his way to becoming the sissy cuckold he secretly dreamed of, and Ella is settling into her desire to feminize Carter. Ella wastes no time when the arrive home. She begins her home study SissyBootCamp course. Humiliating and nibbling down on Carter's manhood, turning him into the sissy she desires. Ella trains her new sissy on his new duties as a sissy maid. While feminizing Carter, she edges him all day, ...

Henry wants to be Hazel full time, his cross-dressing other half. Hazel wants to break free from her monotonous routine: dressing up to kill on Saturday night, trolling the trans pickup apps, and being disappointed. The guys this Saturday night are driving her insane with shallow, monotonous questions. She wants, no needs sexual satisfaction, but she knows she’s not getting it from any of these guys. One guy asks what are you looking for? She responds: A knight in shining armor. Frustrated and thinking it might be a good joke, she updated her profile. She runs in her new white booty ...

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...

Johnny, a college freshman, is trapped between his wealthy father's expectations and his taboo desires. Under the watchful eye of his father’s model son, Johnny’s brother, Johnny feels trapped. He longs to embrace his hidden passion: embracing his feminine side. His brother doesn’t let up on him, putting pressure on him to act more manly. One night, Johnny succumbs to the pressure, feeling both frustrated and drunk, he attempts to prove his manhood in front of his macho brother by groping and pawing Alexa, a stunning older woman, at a college sports game. With tension building and a ...

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...