Showing results by author "Phoebe Pearl" in All Categories

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 ...

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 ...

John's secret sissy crossdresser life is just that secret! He dresses at home secretly, watches porn and masturbates. What he wants, what he craves, is to have fun with a group of horny guys. John loves being Nympha. He loves being girly, but he's never done anything sexual dressed as Nympha. So, from other crossdressers, he heard that a hotel called The Long Shaft is a great place to pursue his kinky and nasty fantasies. So, that's what he does, he rents a room and dresses, but it takes him ten Saturday nights to step out of his hotel room. When Nympha garners the courage to go out in ...

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 ...

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 ...

To survive and thrive as a dealer, Axel slides into the skin of a gangster. He plays the part well. No one suspects that buried beneath the alpha male swagger lies a secret fetish that could ruin everything he’s worked for. Kai clawed her way out of the ghetto to get into college. To pay her bills, she aids fellow females with male issues. She loves taking the alpha males she deals with down a notch or two. But what Kai hopes for most is not just to take a guy down a notch or two but to humiliate him, strip away every ounce of his masculinity, and then feminize him and make him her ...

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.

Five Star Sissy is a sex-packed, transgender erotica novella. Sage fantasizes about cross-dressing daily. Perhaps it's more of an obsession. But Sage can't seem to cross that threshold and dress however she wants. That is until one night; she gets caught crossdressing. Mrs. Jacobs, a transgender woman, begins Sage's feminization with the help of a cheerleader named Grace. Sage is a reluctant crossdresser at first. But, as she settles into her new persona, she becomes more confident. Not only does Sage want to crossdress, but Sage wants to be a slut.

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 ...

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 ...

Frank is a successful millionaire known for his exquisite antique store. But behind closed doors, he struggles with feelings of inadequacy in the bedroom and a need to be controlled—something he has never revealed. Monica, Franks's wife, designs a plan to assert her power over him through feminization and chastity using Femdom. At first hesitant, Frank eventually succumbs to Monica's wishes and transforms into Kitty under her vigilant eye. As Monica delves deeper into her newfound dominance, she decides to add chastity to the mix, subjecting Kitty to thirty days of agonizing Locktober ...

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 ...

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.

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.

It should have been an easy job. In and out. I’ve never served time or convicted because I’m a professional. But something about watching the owner of the largest Adult store in the country: Kink Addiction, excited me. When I passed a mannequin displaying sissy clothes, I had an idea. Leave a little surprise behind. Naked except for a pair of sissy panties, stroking my erection, the owner returned. Mistress Ginger catches me red-handed, or cock in hand would be a better portrayal. Forgetting about the backpack full of cash, jewels, and other valuables, the broken door, and that I’m in...

Lilly is restless and dissatisfied. She craves sexual fulfillment, but her husband Ollie seems distant during their lovemaking. Is he preoccupied with work, making money, or playing golf? Lilly is shocked when Ollie hires her old friend Nova, who happens to be a dominatrix, for some kinky play. As they delve into their sessions, Lilly uncovers a secret about Ollie: he enjoys wearing women's panties and being humiliated. This revelation angers Lilly and she considers divorcing him or ruining him in revenge. However, Nova, being the creative dominatrix that she is, comes up with an idea to ...

Delving into the dark depths of dominance and submission, a twisted tale of feminization and insatiable desire unfolds between Bridgette and Benjamin. Bridgette struggles to find and effeminate a man who suits her needs. Benjamin struggles with his secret fetish—woman’s panties. After an accident, a fender bender brings the two together. Benjamin surrenders to the intoxicating rush of submitting to Bridgette’s will. Bridgette has her man until he’s no longer a man but a sissy. Her sissy.

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 ...

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,...

Ms. Shultz was a striking figure, standing tall and commanding in her role as a Transgender Domme. She exuded confidence and power, with a subtle hint of mischief in her eyes. Her specialty was training Sissy Crossdressers, a fact that both intrigued and intimidated Todd. For years, he had secretly dreamed of embracing his femme side and indulging in the world of sissification. But it wasn't until he met Ms. Shultz that he found the courage to take the first step towards fulfilling those desires. As Ms. Shultz led him down the path of transformation, Todd began to shed his old identity and ...