Sissy Gangbang Stories

10,687 results
Orientation
Length
Source
Infinite Scroll

Valeriya The Half Breed Ch. 02

by kitty_siam on Oct 11, 2017
Sci-Fi & Fantasy

Chapter 2 - The Punishment. When I opened my eyes I found myself in a dark room with my Mistress. I was in a standing position with my arms secured at the wrists behind me, my legs were held wide apart by shackles with a spreader bar between them. I was also secured to something attached above me by a thick heavy chain. I suppose Mistress did not want me to...

Sexy, Summertime, Exhibitionism Fun

by DebbieDearDebbie on Sep 15, 2017
Exhibitionist & Voyeur

This is a Summer Lovin' Contest Please give me the courtesy of your vote. All characters in the story are all over the age of 18-years-old. * A retired stripper and prostitute goes in business for herself "Debbie, Dear Debbie, Be honest. Tell me the truth. In the way that women barely wear any clothes during the summer, are all women whores?" Signed,...

Master PC - NYC Edition Ch. 29-END

by Sementix on Jan 22, 2019
Sci-Fi & Fantasy

Twenty-Nine When Nat approached his apartment door (after entering his building from above not below), he smiled and prepared himself for a small harem of woman on the other side. It was about seven p.m. and he had set a dinner reservation for 8:30. That was plenty of time to wind down a little bit and then get changed, etcetera. He opened the door. As he...

Amy's Fascination Ch. 10

by MontanoIR on Dec 12, 2018
Interracial Love

Amy tossed and turned, unable to fall back asleep. She had woken up at four in the morning after a particularly intense dream that featured her getting double teamed by her black lover Treyvon and her favorite porn star Jackson Hammer. As they both came in her in the dream, she had awoken with a real orgasm, her fingers in her pussy. Now her mind was focus...

God is a Slut Ch. 05

by White_Walls on Jul 9, 2019
Sci-Fi & Fantasy

A Devil at the College Party LUCIFER God and I sat in the observation booth as Rachel changed into a hospital gown. We were both wearing white doctor's coats, a stethoscope, and scrubs. The theatrics weren't necessary, but the monotony of immortality could wear on a woman, so spicing things up with a little roleplay was always fun. "I need you to lie on...

The Dumb Blonde Ch. 07

by VanessaEvans on Sep 15, 2017
Exhibitionist & Voyeur

All characters involved in any sexual activities in this story were over 18 when the events took place. Before you read this part I strongly suggest that you read the earlier parts. They will give you the background that will make this part a lot more enjoyable. Part 07a – The Private Gym =================== I took Lucy to meet the owner of a Private Gy...

Escalation Ch. 04

by FinishTheDamnStory on Sep 12, 2017
Loving Wives

Will these two EVER learn? The Conclusion. An original story. Chapter 4 of 4. I know that I usually write story continuations, but there's been enough clamoring, comments and emails encouraging me to write my own, that I figured I'd offer up a few. I don't think the trolls will care one way or the other. I hope you enjoy this little story, and remember,...

Carole's Orgy

by jack_straw on Sep 19, 2017
Loving Wives

Carole Banning stared out the window of the Lear Jet at the banks of clouds below. She wrung her hands nervously and felt a gnawing in her guts. She had always hated to fly. This trip was only her fourth time to ride in a plane, her first in a private jet, and she was nervous to begin with. Add the fact that she was flying to New York, and she that was that...

American Ream Pt. 01

by DarcyLansdowne on Sep 17, 2017
Celebrities & Fan Fiction

Author's Note: American Ream is intended to be an episodic telling of the misadventures of Frankie Heck, a middle aged single mother trying to survive in a brutal economy. The episodes will stand alone although they will move the narrative forward a bit, more or less like a TV season. There will be sex, but there will also be story, some of it even a bit f...

The Black Tutor Ch. 03

by DomD on Sep 11, 2017
Interracial Love

I got a chance to pick up some new pussy during the week, since I didn't have my tutoring sessions, a lot of extra free time and got a chance to hang out with Nat and my old friends. I don't know if it was me or the women I hooked up with but none of them could compare with Evie. I molded that stuck up bitch into a wanton sex slave for me and enjoyed my conq...