Boypussy Stories

107 results
Orientation
Length
Source
Infinite Scroll

Futanari Academy Ch. 04

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. Chapter 04 Bailey was surrounded by cocks. The smooth, girlish little twink was nude and on his knees in a soft ocean of satin pink pillows, com...

The Dream

by Gretatv on Sep 13, 2017
Transsexuals & Crossdressers

Dear Readers, I hope you enjoy this story which came to my mind shortly after coupling with my wife which somehow made me wish she would have taken me instead of the other way round. Well, and then my fantasy ran a little bit wild. The Dream By Greta Waking up with a sweat, I saw my wife of 10 years laying at my side. Still sleeping. Whow! What a dream I...

Tonisshy gets Southern Hospitality

by Tonisshy on Sep 14, 2017
Transsexuals & Crossdressers

***Writers Note*** This is purely fiction. I am in no way a writer I just enjoy these fantasies as I don't have any other outlet to actually dress and be the gurl within me. Thank you and I hope you enjoy. ***** A little about me first. My name is Toni and I'm a crossdresser. I'm 24. I stand 5' 5" tall. I'm thin with long legs and a nice girlish figure....

Glory-Filled Hole

by femboyslut on Sep 12, 2017
Transsexuals & Crossdressers

Ever since I was little, I always enjoyed dressing up in my sisters' clothes despite being a boy. This may have been because my dad left before I was born and so I had a big female influence due to my 3 elder sisters and my mum. When I was about 11, my sister Alice, 14, and my other sister Izzy, 16, decided to dress me up as a girl using all sorts of make-up...

On The Block

by Ywashere on Sep 13, 2017
Celebrities & Fan Fiction

* This story was spired by, and contains, a scene from the comic book: Gohr #1, by The Hun, used with the artist's permission. * * Gar blinked at the harsh glare of the mid-morning sun. It was the first time he had been out in the daylight since he'd been brought to the slave auction-yard the day before. The crowd let out a great cheer at the sight of hi...

From Homeless to Sexy Sissy Slut

by Tonisshy on Sep 16, 2017
Transsexuals & Crossdressers

Afterward I changed my outfit for him. This time into in white leggings and a cute black sweater and white tennis shoes. We sat on the bed together, Gary still naked. I got a warm wet wash cloth and cleaned him up. "When I saw you I knew you'd look good but I couldn't have imagined you'd be so sexy and good sexually." "Thank you, master." I said with a gr...

Hard As Ice Pt. 01

by FreakyBiFantasyGuy on Mar 27, 2018
Fetish

I can't explain how the idea first came to me, but it instantly appealed in the most bizarre way. I was sitting in the lounge, which looks out onto the garden through large French windows, as snow fell in a steady flurry of thick, fluffy flakes. As I sat and sipped my tea, these flakes piled up, slowly amassing into a thick, crisp blanket of snow. By the tim...

Family Chastity Story Ch. 03

by antares34 on Jul 30, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My gimp son and I have settled into a routine. Permanent chastity with monthly releases. These releases occur on the first day of every month. I...

The Inquisitive Ocelio

by Certeis on Sep 23, 2019
Transgender & Crossdressers

Lek, the city of gateways, was a strange and wonderful place. Located at a sort of a crossroads in the multiverse, people from all walks of life lived here. Devils from the Hells, Dwarves from the depths of the Prime Material, Incarnae from their secluded sanctuary between planes, various types of Tarqael from all over, Gnoll refugees from the Wild Plane, an...

On The Block Ch. 02

by Ywashere on Sep 13, 2017
Celebrities & Fan Fiction

Here's the second installment of the story based on The Hun's comic "Gohr". All the characters are at least 18 years old. Enjoy! Y Testing the Merchandise – Gar's Second Day as Slavemeat Once again the harsh light of day stung Gar's eyes. Once more, he found himself, bound and horny, led by his cock to a podium where he would be ogled by the auction-goi...