Sissy Gangbang Stories

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Orientation
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Infinite Scroll

Slave Ch. 03

by slaveheathen on Sep 25, 2017
Fetish

Note: This is a fetish story involving a bisexual submissive man. So there's guy-on-guy action, piss play, cross-dressing and much more. If that's not your bag, please don't read it. If it is, enjoy! Comments are welcome, including constructive criticism. Now on with the depravity... ***** Good thing the next day was a Sunday. I was walking funny. I was...

A Slow Night in Possum Holler

by oneiria on Sep 16, 2017
BDSM

Professor Walter F. Larsson awoke from his nap with a start. The TV was still on, the silver-haired commentator deploring the most recent depravities in this godforsaken wasteland that his wife of four months called home and in which he had so unwisely chosen to spend his sabbatical.. He heard the sound of motorcycles revving up and then shutting down. His...

I'm a Mess

by ClarasBestFriend on Oct 6, 2020
Loving Wives

Mike, my loving husband, had finally convinced me. Ever since we had gotten married, and even before then, he had been trying to convince me to fuck other men. "I want you to feel real pleasure!" "My little cock doesn't fill you nearly as much as you should be filled!" "I want to see you really get your brains fucked out!" I had heard things like this f...

Easy in Japan Ch. 02

by Spiritogre on Sep 16, 2017
Fetish

Chapter Two: Easy Money The young Japanese girl watched tentatively her friend's nude chest being fondled vigorously by an older, strict looking man with greying hairs. She stretched her arms over her head arching her back with the result that the hem of her short blue dress almost rode up to her tiny waist displaying a simple white thong. Ryuchi's left han...

Passion and Lust Lost Ch. 03

by foobus on Sep 12, 2017
Loving Wives

"Jesus, I almost came coming home. Quick, to the bedroom, I need to be fucked and fucked hard. After I tell you about my day I'll want another go at you and your cock." "My, we're a little randy, aren't we? It's good to see you so worked up. Didn't you relieve yourself at Jill's or have you been saving it for me?" "I told you I wouldn't suck, fuck or fluff...

Female Erotic Police Squad Pt. 08

by mattpantyhose on Nov 6, 2018
Group Sex

Part 1: Alexandra & Tori Rick the informant Thanks to the investigation and the search the commissioner had been rescued, so in that regard the action had been a success. Victoria, the villain mastermind, had escaped though, so the FEPS was not fully satisfied with the results. But satisfactory or not there were still some deals to be fulfilled; the inform...

Navy Nurse Ch. 14

by Bodington on Jul 27, 2020
Novels and Novellas

The day after Labor Day was the start of classes at the University of Michigan, and marked the beginning of Diana's junior year at the School of Nursing. She also arranged for Astrid to grab an Uber ride to bring Laura to the medical clinic for paternity testing at 3:30 PM that day. Robert Morley also arrived at that time as arranged via mutual text messagin...

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

Debra: My Wife, Goes Wild

by ARGEE on Sep 12, 2017
Loving Wives

The very first time I fucked Debra, when we were both 19, I assumed she was a virgin. She screamed when I inserted my cock into her and she screamed more as we continued with our love making. Of course, I wasn't in any position to fully understand whether she was a virgin or not. I had never had actual sex with a girl before. I had certainly petted quite a f...

Navy Nurse Ch. 03

by Bodington on Jul 15, 2020
Novels and Novellas

Author's Note: A modern affection some people have adopted in everyday conversations is to use "air quotes" rather than saying "and I quote". This is typically done with both hands held shoulder-width apart and at the eye or shoulders level of the speaker, with the index and middle fingers on each hand flexing at the beginning and end of the phrase being qu...