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 ...

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.

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...

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.

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 ...

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 ...

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 ...

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 ...

Mr. Gay, a tenured college psychology professor, pretends he's conducting a study on sexual kinks, specifically about crossdressing and feminization. He acts like he's interviewing a stripper and dominatrix at a local bar. In reality, he's too scared to take the first step toward his secret desires to be feminized and crossdress. To talk to Kitty, he has to buy her drinks at the bar, and this causes him to get behind on his rent. Fed up with his delinquent rent, Ms. Martinez, his landlady, and a highly skilled special effects and makeup artist, plans to get her rent money and transform Mr. ...

Molly yearned for change, something to break the monotony of her love life. She liked men, but something was missing. She needed something different. She's a trainer for the stars, and when she meets Gala Armenta, she knows what that is. She needs a sissy. Paul's had two desires, one for Molly and the other for the pop superstar Gala. He would do anything to be with them. Molly and Paul are best friends until Paul decides to try to figure out what something different is that Molly wants. He was willing to do whatever it took to be by her side, even if he didn't fully understand what that ...

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.

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...

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 ...

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 ...

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 ...

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 ...

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,...

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 ...