Showing results by author "Phoebe Pearl" in All Categories

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 ...

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 ...

In this femdom romance novella, a retired dominatrix decides she needs a husband. But not just any husband, a sissy cuckold. She finds it in her college-aged renter. Margie made a fortune as a dominatrix. When she made enough from humiliating men, she started her beauty studio, Makeup Maven, and semi-retired from training sissies. Margie has to be the best and wants the best. When she began her beauty studio, she only hired the best artists. Her equipment was the best. When she decided she wanted a husband, she decided he would be the best sissy cuckold on the planet. Trinity, a college ...

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 ...

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 ...

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 ...

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, ...

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.

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 ...

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...

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 ...

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 ...

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 ...

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 ...

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 ...

"Passion ignites into a taboo dagger of submission, cutting through all barriers to exact justice." Tom is a junior struggling to balance journalism school, rent, and his inner demons. One day, while working as a janitor at his Pulitzer Prize-winning idol's office, Ms. Sanchez offers Tom a chance to use his writing skills and go undercover for a big story. The catch? He must completely shed his masculinity and enter Miss Gigi's sissy training center. Undergoing intense training at Miss Gigi's Sissy Training Center, Mistress Gigi and her sissies transform Tom into Ivy Li. Tom's masculinity ...

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,...

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...

“Feeling like I could lose my bowels right then and there. I considered taking off, maybe to Brazil. Change my name. Change my look. I mean, change my look. Like, going through a male-to-female transition. I crossdressed, sometimes. Putting makeup on made me feel better, but something was missing. Like a vagina. If I’d been smarter instead of gambling away my salary, I’d have transitioned by now.” I always felt like I was out of place in my body. I’d crossdressed, but something was missing. I wanted to be a woman. A real woman. With breasts. Working equipment below. No more fake ...

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...