Showing results by author "Phoebe Pearl" in All Categories

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.

Keith Montgomery was a ghost on his college campus, blending into the background with ease. But one chance encounter with a mysterious female basketball phenomenon changed everything. In a moment of impulsiveness, Keith stole her panties and set off a chain of events that would turn his life upside down. Briana Jacobs, known as the muscular lesbian Goddess on campus, vowed to seek vengeance upon the culprit who dared to humiliate her. When she discovers that Keith is responsible for the theft, she wastes no time setting her plan into motion. She traps him in a web of Femdom dominance, ...

Oscar Yarrow is a timid and unassuming man who harbors a secret desire to embrace his feminine side. He yearns for the touch of a dominant woman, one who will take him under her wing and guide him on his journey towards sissification. When he meets a sophisticated and alluring woman, he can't resist joining her exclusive club known as the Sissy Cuckold Harem. The training he undergoes is intense and demanding, but Oscar is determined to prove himself worthy of being the perfect Sissy Cuckold for his Mistress. With each passing day, he begins to shed his old identity and fully embrace his ...

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 ...

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-...

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, ...

Taylor's delicate features and soft mannerisms make him stand out among the crowd, but his wife Harper relishes in his femininity. She discovers Taylor's hidden desire for cross-dressing and sees it as an opportunity to spice up their monotonous sex life. With a cruel glint in her eye, Harper demands that Taylor become her sissy, dressing him in frilly lingerie and locking his manhood away in a cock cage. As she delves into the world of Femdom, Harper plans an exotic vacation where she can fully explore her newfound power over Taylor. Despite his reservations, Taylor allows himself to be ...

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 ...

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.

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...

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 ...

Patty, Clover, and Raya are sorority sisters living life after college. The fun, wild times of college and men passed them by, and the reality of day-to-day living set in. Because of their experiences with shallow men, unfulfilling sex, and a deep need to get even, they have an opportunity to teach a dirty pig a lesson about what it’s like to be a woman. Danny Phoenix’s wife dumps him after she catches him crossdressing in her clothes. He wants her back and yet wants to experience being a woman. After witnessing the very public breakup of Danny and his wife at a restaurant, the three ...

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 ...

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 ...

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...

Cole acts like an alpha male and treats his wife, Grace as if he owns her. He has a secret, however. He likes to crossdress and secretly wishes to be her sissy cuckold. He secretly cross-dresses until Grace catches him dressed in her panties one day. His secret is out. Grace is unsatisfied sexually. Cole's penis is small, and his lovemaking abilities are lacking. After catching him in her panties, very aroused, she intends to end the marriage. But her lawyer has another idea-feminize him and turn him into her sissy cuckold. This story includes: caught crossdressing, sissy cuckold husband, ...

Todd has tried to keep his sissy crossdressing fantasies and desires secret. Though he works for a legitimate brokerage, his only client is a criminal. Todd launders money for a criminal enterprise that runs illegal gambling houses and whorehouses. If his boss, a self-described lady's man, or the criminal overlord found out about Todd's secret, it wouldn't be good. Not only would he lose his job, but the substantial gambling debt he'd accumulated would be immediately due. Fat Tony, the owner of the illegal establishments, might even decide to end Todd's life. When Todd's boss dies and ...

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.

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 ...