Showing results by author "Phoebe Pearl" in All Categories

Jaxon gets into another fight and is arrested. His stepmother believes girls don't fight and are easier to raise. Navy, Jaxon's wicked stepmom, agrees to an anger management program suggested by Jaxon's attorney to get the assault charges dropped. Jaxon enters her anger management program, which is heavy on feminization.

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 ...

"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 ...

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, ...

Brook and Josie's marriage is good, but their sex life is lacking. Josie discovers by accident she's interested in cuckolding. Brook is reluctant at first. But with cuckold training, he takes to being Josie's sissy cuckold. He serves her domestically and sexually. Josie finds her first Bull and has the time of her life.

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 ...

Jaxon goes to court for his first appearance after getting arrested for assault. Jaxon’s stepmom Navy testifies that he has made significant progress controlling his anger. What she leaves out is that her anger management program involves feminizing Jaxon. Jaxon, though won’t admit how much he enjoys being feminized. Jaxon is sentenced to another six months of “anger management.” His sentencing includes a new program Navy has designed: Scared Straight. Jaxon’s feminization continues, and Navy’s indoctrination into what a good girl should and should not do. This book includes ...

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.

Alex loses a poker hand and is Forced To Crossdress. Ava, Sophia, Rose, and Olivia Feminize Alex. After Forced Feminization, Alex becomes Sophia's Sissy in Pink. Next comes a trip to the nightclub where Alex, now a Sissy Crossdresser, gets all the action he can handle. He dives right into Public Sex, Group Sex, and although he considers himself straight, he experiences sex with other men for the first time.

Jordan Jones is a software developer with a secret. He likes to crossdress and fantasizes about wild kinky sex - public sex, humiliation, and being treated like a whore. For the most part, he can control his wild kinky sexual urges. But, dressing as Jennifer, his cross-dressing persona, he's been unable to control. He's getting married next week to a wealthy woman he loves, adores, and is his best friend. So, this is his last weekend as a bachelor, and he plans to dress as Jennifer. This is the last time he vows. His crossdresser friends, whom he plans on meeting later Friday night - doubt ...

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 ...

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 ...

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 ...

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...

Eve discovers Adam has a secret relationship with their Domme neighbor. Eve confronts her Domme neighbor and discovers her husband wants to be a sissy cuckold. Adam commits to a week of chastity. Will he become his wife's sissy cuckold fulltime?

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. When 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.

Billy panicked when he saw his belongings piled up on the porch. His girlfriend kicked him out after learning of his termination from work for inappropriately touching a coworker and his nasty habit of leaving his stuff in women's panties. Feeling defeated, Billy went to his stepmom, Dotty, for help. Dotty, a powerful and prosperous businesswoman, refuses to take her stepson Billy in when he shows up at her doorstep—caught crossdressing by one of her workers, she wants no part of his perverse habit. After thinking about it, Dotty agrees to take him in. But there are conditions and a sissy...

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, ...

Read Sissy Gina and Mistress Holly’s Journey into the Uncharted Depths of Power, Pleasure, and Taboo Desires. Sissy Gina and Mistress Holly have been husband and wife for many years now. Sissy Gina is bored with the same old sissy cuckold games and wants more adventure. Mistress Holly has perfected her sadistic talents at feminizing and dominating men. She concludes that the world has too many sissies and not enough Mistress, so she devices not only to give her sissy cuckold the adventure of a lifetime but find another sissy or two. Their journey begins with a Steamy Sissy Scavenger Hunt ...

Book four, the last book of the series picks up where book three ended. Jaxon, now simply Sissy, complained, begged, and pleaded with his stepmom for a night on the town. Dressed as a girl, of course. Navy has him complete some community service first, then has him dropped off for a night on the town. Sissy removes her blindfold and finds she's in a very unsavory location. She has a choice: one of two strip clubs, a porn shop, and an adult store. Sissy heads to the Pink Paradise, a strip club. She puts into practice all the tasks and assignments of her feminization program and is amazed at ...