Sissy Gangbang Stories

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Infinite Scroll

Trixie's Chastity 03

by trixie47cd on Sep 19, 2017
Transsexuals & Crossdressers

By the time I pulled my car into our driveway, most of the semen coating me from head to toe had dried to a flaking crusty shell. I stuck to the driver's seat as I climbed out on wobbly legs. The sun was just coming up and I hurried to get inside the house before any neighbors saw me like this. I started a pot of coffee, put the gallon jug of sperm in the f...

Erica's Downfall Ch. 03

by Lion24655 on Sep 15, 2017
Group Sex

A lot had happened since the time Erica had been to see Eric to seduce him, and she found herself "tortured" to a state of a sexual rapture, where she was prepared to shed any inhibitions for such pleasure. Tony - who had seduced her by blackmail in the first place - had questioned her at length about what had happened while tormenting her to orgasm himsel...

Whore of the Dragon

by Conan The Librarian on Feb 19, 2020
Fantasy

There, amongst the remnants of the dead race, where their greatest queen reigned, two dragons lie dormant. One of pure evil, one of pure good, both yearning for a vessel, both lusting for a mate... She may be adequate for that purpose, our forlorn child... We shall see. "Silence, fools. We are close to the inner sanctum." The two mercenaries exch...

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Neighbors Sissy Son Ch. 06

by newfield1981 on May 2, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Tiffany Charles My name is Charles Bennings but you can call me Tiffany Charles. If you've been following this story from the beginning, then you know I was born a boy but with my feminine body and face, I easily live my life as a girl. You also know that I make a lot of money do...

Starlit Petal Ch. 01

by Certeis on Mar 21, 2018
Transsexuals & Crossdressers

NOTE: this story is an original setting, but anything you need to know is discussed in the story text. *** 'Swshh' 'swshh' 'swshh' Petal's legs moved back and forth rhythmically, the nylon stockings rubbing against each other at every pass. They were dangling in the air above him as he laid on the padded bench and read a book. Well, pretended to read it, a...

Mike the Gang Bang Bitch

by sissyneko on Mar 17, 2020
Transgender & Crossdressers

Standing in the bathroom wearing just his little pink bikini panties and stockings, Mikes gaze was transfixed. Not on the panties, the usual draw of his lust, or even his white thigh high stockings with their little pink bows at the top. None of that drew his attention, it was the bathroom itself, it was run down, dingy and in the worse part of town. But non...

Young Sissy Ch. 03

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

"Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pur...

Cosplay Wife, Cuckold Life

by SatinSlip on Dec 3, 2017
Exhibitionist & Voyeur

My wife and I were high school sweethearts. Kimberly was a brilliant, lovely girl. With big breasts and long curly red hair. Academic and popular. I was nerdy, and smart. A bit to feminine to be handsome. I was shy and weak. Neither of us had been with other partners and our sex life was pretty vanilla going into our mid twenties. Mostly missionary style...

Slut for All Pt. 07

by Knightofround on Sep 26, 2017
BDSM

It has been over a month since the night I crossdressed and got fucked by Anthony, a large black man with a massive cock. Vikki and I have gone back to our normal sex routine. The rules of wearing my collar and panties are still there, but she hasn't used a strap on or any toys in my ass for the first two weeks. I guess she wanted to make sure I recovered ni...

Chrissy's Trip

by Ide32 on Sep 16, 2017
Transsexuals & Crossdressers

Part 1: Trouble in Paradise It has been seven months since Chrissy and Miriam had their memorable first date, and things are going well. Every night Miriam is in town she falls asleep with her giant futahood buried in Chrissy's cum filled ass, and most every night she is away Chrissy heads to Futanari Palace to sate his hunger for cock and hot futa juice....