Showing results by author "Phoebe Pearl" in All Categories

He has a secret that no one can know. So does she. When she catches him wearing panties, he has no option but to submit…. Will she expose his deepest, darkest secret? Or give him a choice and feminize him completely? Teaming up with her Dominatrix friend, Miss Hart devises a scheme to expose Billy’s secret fetish and feminize him. Billy fears if his Mother, the owner of the firm, finds out about his kinky desires, she’ll cut him off, and everyone will know about his secret sissy urges. Will Billy give in to his secret fetish and let Miss Hart feminize him? Will he abandon his ...

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, ...

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 ...

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.

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 ...

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 ...

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 ...

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 ...

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 ...

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, ...

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 ...

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 ...

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.

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 ...

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 ...

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, ...

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...

Jake Barlowe has just won a high-profile case for the wealthiest man in the world. He should be happy, but he isn’t. He hates his client, Sebastian Oliver. He hates how he destroyed Oliver’s accuser’s reputation again. But his job as an attorney is to defend his clients, even scum like Oliver. After a night of drinking with Oliver, Barlowe leaves the party drunk and drives home. With two DUIs under his belt, he can ill afford another one, which would be a felony and possibly send him to prison. On his way home, he’s pulled over by Sheriff Avery, the sister of the woman Oliver ...

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 ...

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 ...