Showing results by author "Phoebe Pearl" in All Categories

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,...

Morgan loves her husband, Blair. Morgan also loves men—especially wild, muscular, handsome alpha males. Not just one or even two. Morgan wants them all. Being married hasn’t stopped Morgan from pursuing her desires. One day, Morgan wants something else. Morgan intends to feminize Blair, which won’t be hard. Blair is a beta male, effeminate with lots of femininity to work with. Morgan has kept her cheating a secret until one day; she doesn’t. She flaunts it. Blair seems more aroused by it than angered. They go on a vacation that Blair calls “Rekindle the Romance Tour.” Morgan ...

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 ...

“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 ...

Ms. Shultz a Transgender Domme... Love's to train Sissy Crossdressers. Todd has always fantasized about being a sissy! But he never had the nerve to pursue his secret crossdressing desires until he met Ms. Shultz. Todd forced to crossdress, becomes Tiffany. His first day as Tiffany is filled with public sex.

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.

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 ...

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 ...

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 ...

"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 ...

To everyone who knew Ty Gionata, he was a hardened criminal, a hardcore gangster. He takes no crap; you don’t want to cross Ty “The Coin” Gionata if your life depended on it. But Ty has a secret: the tough guy is an act, but he’s had to perfect that act to stay to survive. Tyla is more like him. In his secret condo in Miami, he has a secret life. Tyla’s life. Ty, Tyla loves sexy clothes and relaxing in her… or his femininity. The problem: his career as a criminal and his fears of getting caught crossdressing keep him from his one genuine desire—being a woman. He’s about to ...

Lily is tired of her lazy, sloppy husband. She has a plan. Turn him into her Sissy Cuckold Maid. Mason is initially reluctant, but he settles into being a sissy cuckold husband. Mason serves not only Lily's domestic needs as a sissy cuckold but her sexual needs too.

“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 ...

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...

Jess is a crossdresser. No one knows about his secret, including his Alpha Male Roommate, Ryan. Ryan finds out about his best friend's secret: Crossdressing. Ryan's in a jam. He needs someone to play his girlfriend for a weekend trip home. Jess agrees to crossdress reluctantly for Ryan. Jess cross-dresses for Ryan and plays the part of his sweet, innocent girlfriend. Jess playing the part of Ryan's girlfriend, gets more than he bargains for with plenty of sex.

Adam Knight had it all: a high-paying job in investment banking, an expensive home in an exclusive neighborhood, and a luxury car—all that didn’t satisfy his one need. Every Friday night, Adam becomes Amanda. At first, crossdressing was enough. It isn’t enough anymore for Amanda; she craves to flaunt all the effort, money, and practice she puts into creating her feminine persona. Crossdressing at home, showing off on hookup apps, and hooking up with guys on those apps no longer satisfied her. Amanda needs more. Craves more. Not only size-wise but intensity-wise. Amanda needs to go ...

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 ...

Book Four of The Series: Demoted To Sissy Cuckold Sissygasm Sissy Carter returns to work after being subjected to two days of intense orgasm denial and edging and needs relief desperately. He struggles at work, the chastity devices on his desk taunting him with what will happen. Soon he'll be locked up, with no choice but to wait for Mistress's Ella permission. He wonders where he can relieve himself. Mistress Ella has another very sadistic, challenging, and very public sissy assignment for him. Sissy Carter gets reliefs relief, his first Sissygasm, but it happens in a very public, ...

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...

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 ...