Showing results by author "Phoebe Pearl" in All Categories

"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 ...

Because of his secret desire to crossdress, Jaden steals women's intimates from a store and ends up on probation. Mr. Ventura, his Probation officer, secretly desires to be with a sissy crossdresser. Penny, Jaden's best friend, has an idea to get Jaden off probation, change him into a woman, to feminize him. Jaden agrees to be femininized but reluctantly. In the end, Mr. Ventura gets his wish, and so does Jaden.

“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 ...

In this steamy femdom erotica, Lila Montgomery takes control of her submissive sissy husband, Miles "Mia" Montgomery. Mia's naughty activities in the women's restroom result in his termination, and Lila seizes the opportunity to feminize him and make him her sissy maid. But that's not all - Lila has planned an elaborate evening at a notorious nightclub, filled with humiliating tasks for Mia as she searches for a bull to fulfill her desires. And when they finally find one, he joins them back at Miles and Lia's home for a night of wild sex. Mia's submission is pushed to its limit.

Have you ever felt trapped in your male body? Did you feel more like a woman than a man? Have you ever looked at those captions on social media and asked:If you could take a pill and change into a woman, would you? Was your answer yes? Adan Howe was one of those men. Adan Howe is a safe cracker, a thief, and what he uncovers in his latest haul shocks him. He’s been set up to be a human guinea pig. Little do they know that he wants nothing more than to be a woman. But will the drug work? And if it does, they plan to change him back into a body he doesn’t want. Adan runs. He’s thrilled ...

I knew I should’ve left my boss’s wife alone, but it seemed like a good idea at the time. Her nice firm behind begging to be used. Four months later, I’m on the verge of bankruptcy. My house and car are going to be repossessed, and I’m getting harassed by bill collectors. Finding a job shouldn’t be a problem; I’m one of the best copywriters in the state. There’s only one job offer, but it requires a commitment that requires humiliating lifestyle changes. My new boss asked me to be a girl, not only dress like one but do all the sexual things a girl would do. I take on my male-...

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...

"An unexpected twist of fate ignites a forbidden love between a student and his seductive professor." In a world he always felt comfortable in writing, academia, and introspection, Cary, an infatuated, naive virgin eighteen-year-old student, uncovers his sordid desires under the guidance of his dominant, seductive literature professor, Mrs Delgado. Cary’s forbidden passions ignite under gentle pressure, sometimes not so mild. Will he sacrifice what was once sacred, his masculinity, for a taste of his English Professor? Will he let her turn him into her and her husband, Jerry’s sissy ...

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 ...

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 and caught me red-handed, or maybe 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 her ...

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 ...

Jace fantasizes about being forced into feminization constantly. He has urges and sexual desires he can’t control, which leads him to steal women’s panties from the cheerleader’s locker room at the stadium, where he’s a security guard. Everyone knows there’s a panty thief on the loose. Mary Jane, an especially determined cheerleader, takes action. She tapes Jace wearing her clothes while on the field, cheering the home team on to victory. With advice from the Human Sexuality professor at college, she decides to feminize Jace and make him pay in a very unusual, sexually humiliating...

In the heart of the city, Lark Lanza found himself entangled in a web of debts and desperation. A smooth-talking, self-assured man who ran a call center, Lark's penchant for high-stakes gambling had landed him in hot water with a ruthless loan shark. Despite receiving a sizable performance bonus, he foolishly squandered it on a "sure bet" that went awry, leaving him scrambling to placate his creditors. Left with little choice, Lark agreed to Max's, the shylock's terms, feminization and assisted her in her unique brand of collecting debts. He surrendered his manhood and the key to the ...

The journey continues in Book Two of A Steamy Sissy Scavenger Hunt. In Book One: Mistress Holly and her submissive sissy cuckold Husband, Sissy Gina, embark on an exhilarating Scavenger Hunt. Mistress Holly, with help from her sadistic mind, created the ultimate Sissy Cuckold Games and introduced Sissy Gina to new levels of submission and pleasure. Fate intervenes and introduces them to another potential sissy, Toby. Mistress Holly’s vacation takes an unexpected turn. Mistress Holly welcomes Toby into her twisted world of submission, and a transformation begins. Mistress Holly begins ...

Lily seethes with disgust at her lazy, slovenly husband. She hatches a devious plan to transform him into her obedient Sissy Cuckold Maid. Mason is resistant at first, but through humiliation and submission, he eventually embraces his role as a sissy cuckold husband. In addition to tending to Lily's domestic demands, Mason now serves as her sexual plaything, fulfilling her every desire and whim without question or hesitation. His masculinity stripped away, he exists solely for the pleasure of his dominant wife's satisfaction.

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...

Vincent St. James fell in love, or maybe lust, with Nora when he saw her dressed as a dominatrix at a college Halloween party. He never approached, told her about his love for her, how he wanted to worship the ground she walked on until he created the most potent gaming AI ever. Then, rich and powerful, he approached Nora but never told him his true desires for her. Vinnie played the macho guy for Nora. To relieve his sissy cuckold tendencies, he created a secret game just for him. But as Virtual Nora took control of Vinnie, it became harder to hide his true nature. When Nora discovers ...

Henry wants to be Hazel full time, his cross-dressing other half. Hazel wants to break free from her monotonous routine: dressing up to kill on Saturday night, trolling the trans pickup apps, and being disappointed. The guys this Saturday night are driving her insane with shallow, monotonous questions. She wants, no needs sexual satisfaction, but she knows she’s not getting it from any of these guys. One guy asks what are you looking for? She responds: A knight in shining armor. Frustrated and thinking it might be a good joke, she updated her profile. She runs in her new white booty ...

“Bound by desire, surrendered to pleasure.” Sissy Gina can’t stop complaining, but through complaining, she comes to realize the pleasure she derives from misbehaving and being punished. That is until Mistress Holly finds a discipline she cannot endure—being locked under their bed while she plays. For six long months, Sissy Gina remained locked, listening, and suffering until Mistress Holly invents a game. It's a game so sadistic and yet so fun. To return to warming up her bulls and playing with her and her bulls, Sissy Gina must win free nights by completing Sissy’s tasks and ...

I had felt the need to change before I could remember. I wanted to dress in ways that would make me feel comfortable and like myself. But at the same time, guilt and fear weighed heavily on me. I longed to be who I truly was, yet something held me back from making choices that were true to my inner voice. When I caught Angela, my fiancée, with my boss, I ran to see an old friend: Claude. We loved writing and had similar views, but we didn't share that we both enjoyed cross-dressing--though Claude suspected. I never admitted it. I wasn't sure what I was expecting when I stumbled upon Claude...