Boypussy Stories

107 results
Orientation
Length
Source
Infinite Scroll

Robin and Jimmy Olsen - Sissies Ch. 05

by tawnysuede on Sep 15, 2017
Celebrities & Fan Fiction

Jamie Olsen hated Mondays, because on Monday morning she had to go back to being boring Jimmy Olsen after having spent all of the weekend as Jamie! Sunday evening had been disappointing. As usual she had been out on her street corner on the stroll. Last night she had chosen to look extra trampy, wearing torn stockings, her five inch heels, and her black lea...

Mommy Adriana, I Will Obey You

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, since I am open to suggestions from now on I will start my stories with a recap of what has happened before. * Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the p...

The Feeling of Gold

by CallMeBuckles on May 22, 2019
Sci-Fi & Fantasy

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** The moans of pleasure were just a little louder than the whimpers of pain, and that's how Dvini liked it. He stalked down the hallway, putting the sounds of debauchery behind him. A pair of squat, square-faced Dwarf guards nodded at him as he passed. They spun their cudgels...

Serving the Dark Lady Ch. 07

by Certeis on May 27, 2019
Sci-Fi & Fantasy

"Twenty gold for the engagement ring." Karee looked up with a start at the Tiefling who ran the jewelry stand. "You were staring at it, cutie pie. Hoping to get one from a special someone?" She smirked at him coyly. Karee laughed nervously, and then blushed when that didn't work. "No... just daydreaming." "About your future..." She paused, letting the word...

How We Became An "Owned Couple" Ch. 12

by watchdwag on Sep 26, 2017
Loving Wives

The Conclusion It was strange coming home to Lee instead of my wife but over the next few days I became more accustomed to my new mistress. It took some time to adjust to the chastity device that had been installed but eventually I accepted the fact it was there to stay. I also no longer took issue to the panties Lee had me wear. I resigned myself to the fa...

God's Design Ch. 02

by Banjosack on Jan 7, 2018
Transsexuals & Crossdressers

Chapter 2: Handsome bandits My eyelids were once again heavy. I slowly opened them to see where I was. Even though I was told to expect it, what I saw still surprised me. A forest, a forest with trees unlike any I had seen before. The bark was grey and the leaves varied from green to orange. I suppose it could just be autumn, but it was in the middle of win...

Losing my Trans Virginity

by smutts2 on Sep 13, 2017
Transsexuals & Crossdressers

I was 18 years old and itching to have sex like every normal teenager. Years of jerking off to porn had only expanded my imagination and made me want to fuck a girl even more. I was turned on by just about anything and everything except gay porn. Even watching shemales, got me extremely excited because I did not think of them as guys. I thought of myself as...

Futanari Academy Ch. 08

by TheOrcKing on Jun 5, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. ***** "Pull the lead out of your ass Surbrina!" Miss Angeli barked, blowing her whistle. "You're a Nazi, coach!" Surbrina whined as she moved th...

Futanari Academy Ch. 02

by TheOrcKing on Jun 3, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Chapter 02 "Is our son in trouble?" "Are is his grades slipping, is that it?" "No, no! Nothing like that. In fact, your son is an exceptional y...

Ms. Tanaka Fixes Me Ch. 01

by chenwanli on Apr 27, 2020
BDSM

Chapter 1: Meeting my Future Wife and her Mother I met my wife Hiroki in my mid-20's when I was living in Osaka. I'd been living in Japan for a few years leading the bachelor life and dating some gorgeous women but the majority were stereotypically Japanese: expecting to be subservient and deferential to the man, which I found boring in anything longer than...