"My heart beat a million times per second as I stepped through the door. I can’t believe I’m doing this, I thought. Sure, I’d been experimenting with crossdressing and the sissy lifestyle for some time now. But that was at home. In private. Behind closed doors. Now, here I was entering a gay bathhouse - my backpack full of lingerie and girly clothes - looking to make the final sissy step: full sexual submission to a man..."

A naughty game of Truth or Dare ends with Kyle in a chastity cage. Feminized and introduced to his forbidden desires, Kyle is stretched to the limit. Who knew college would be so fun for a sissy? Locked Up Sissy: Truth or Dare is full of chastity play, tease and denial, and first-time male-on-sissy action.

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. ...

Jaxon clenched his fists as he stepped out of the police car and into the cold, harsh light of the station. Another fight, another arrest. His stepmother's voice echoed in his head, preaching about how girls don't fight and are easier to raise. Navy, his wicked stepmom, had agreed to an anger management program suggested by Jaxon's attorney to get the assault charges dropped. Reluctantly, Jaxon entered the program, not knowing what to expect. As he entered the program, Jaxon was met with a heavy emphasis on feminization—from the pink walls and flowery decor to the gentle, soothing voices ...

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 ...

When my sexy boss catches me in her underwear drawer, she jumps to conclusions. I swear I'm interested in her, not her thongs. But the hot, older woman dresses me up, locks me in chastity, and turns me into the perfect sissy anyway. Being a sissy isn't all bad, though—not when your boss makes sure you get some relief.

Craving some older man lovin', young Marc decides to hit up the online classifieds for a quick gay hookup. After sifting through dozens of unappealing responses, Marc receives a message from a man he had been fantasizing about nearly his entire life – his Aunt’s ex-husband Martin! This hunky older man is ready to teach Marc a few things about man on man barebacking! Caution! This steamy taboo tale is for readers 18+ only! For more dirty details be sure to Look Inside!

I can’t stop masturbating. I don’t know what’s wrong with me, but I get eight erections a day. My nine inch penis just stands up all the time. I’d chalk it up to being a teen, but I just made twenty a month ago, so now it’s kind of getting out of hand. I go to ask my stepdad and he says we can go see the doctor about it together. Dr. Danforth specializes in sex stuff. But in the office, he seems more concerned with getting a sneak preview of what's in my pants than diagnosing the problem. And my stepdad is strangely silent, with this smirk on his face, like he’s curious too. ...

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 ...

Some of you may be familiar with some of the material included in the course or may have already gone through some of the assignments in the past. However, never have these lessons been combined in a back-to-back format before, so that they comprise a rigorous program which culminates in your complete male-to-female transformation. This program will be your strongest training weapon and one you can go through and refer to over and over again when you feel you are losing your sissy touch or need to feel sexier, prettier, or more grounded in your "sissyhood".

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 ...

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 ...

What kind of forced feminization do you crave? Do you want it soft, seductive and gentle? Or do you prefer it hard, sadistic and over-the-top? Do you see yourself as a cross-dressing sissy serving your Wife and Her lovers? Or do you imagine yourself as an emasculated slave for sale on an auction block? Maybe your deepest desire is to be a feminized bimbo sitting at a desk in a Female-dominated corporation, where anyone who walks in the door can use you however they like. Maybe you want to be caged, or cuckolded, or crushed by your Mistress’s superior strength and size. Whatever images ...

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 ...

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 ...