Showing results by author "Phoebe Pearl" in All Categories

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 ...

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 ...

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. ...

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 ...

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.

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 ...

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 ...

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 ...

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 ...

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.

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 ...

Slade and Anna have been role-playing for months now, with Slade cross-dressing and Anna playing the role of the Mistress. However, both want to take their play sessions to a new, more intense level. Slade wants to be Mistress Anna's full-time domestic servant. Unfortunately, he's afraid to reveal the secret he carries - his Mistress has a little something extra between her legs, and he's told all his buddies at the fire station that he's the dominant one. When Anna finds out, she has a plan to not only humiliate Slade but make him prove his obedience. She requires something before she ...

Since they roomed together in college, Ethan and Jon have been close friends. However, Ethan never told Jon about his secret fantasies and desires to crossdress. Nor does Jon know that Ethan is sexually attracted to him. Jon travels to Chicago to inquire about his latest potential business investment. He visits Ethan in Chicago and proposes that Ethan try out the service: The Ultimate Fantasy. Ethan can’t refuse. The ten grand Jon offers Ethan, Ethan needs to keep his business afloat, and Jon only wants Ethan to try out a super-secret and elite sexual fantasy service. The Ultimate Fantasy...

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 ...

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 ...

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, ...

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,...

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 ...

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 ...