Risky Sex Stories

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Infinite Scroll

Dinner for Two

by sparkle8 on Sep 2, 2017
Fetish

Chapter 1 It was Friday evening about 7:30. I was sitting at an elegant table in an elegant restaurant opposite a very inelegant man, Alex by name. I was on a second date with him, and wondering what the hell I was doing there. This guy, although cute, was egotistical and boring. All he could talk about was his hobbies, his work, his mother, his car, his am...

Sex in Public and Risky Places Ch. 04

by walterio on Sep 26, 2017
Novels and Novellas

Author's Note: Over the years I have had sex in interesting places, some public and others risky. As I reflect on those days past I realize just how risky some of those encounters were and how fortunate I was not to be discovered. Others were not risky but wild and exciting as they took place in a third party's residence with the person in the other room. I...

Blog 01

by auslit on Sep 14, 2017
Toys & Masturbation

What is it about a deadline that gets me so fucking randy? Give me a due date and you may as well give me a new set of panties. I've always been a procrastinator when it comes to deadlines, everything I've never wanted to do suddenly becomes so very enthralling, even cleaning. Lately though, it's like my procrastination gene is in direct link with my left mi...

Breeding Natalia

by sweetsatine on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...

Aurora

by Genericc616 on Jan 14, 2017
Science Fiction

In the Lands of Aurora they say a person can attain vast fame or fortunes, they call it the land of great opportunity, and that even a pauper with only the clothes on their back could make a new life for themselves, if they are willing to risk their body trying to become a warrior, or their minds as they try and study in the many facets of the magic arts, fi...

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End of Summer Boat Trip

by Arpea on Sep 21, 2020
Group Sex

© Arpea 2020 Arrangements are made Alex and Sue lived a comfortable life. Both were in their early 40's, they had been together for 3 years, and had purchased a large home together in the suburbs of Seattle. They had decided that because of their careers they would not get married and would not have children. Alex was an investment banker, working on the "...

Summer Fun Ch. 09

by James_Brown on Sep 18, 2017
Erotic Couplings

One Thursday evening I had a visit from Kim. This was totally unexpected, as I knew that Roger and her children were home. As soon as I closed the door, Kim wrapped herself around me and kissed me deeply. I kissed back, of course, groping her ass while I did it. Kim broke off the kiss and pulled away from me. "Sorry, Tim, but that's all you can have tonigh...

"Risky Business"

by eroticjuggalo on Aug 19, 2017
Erotic Couplings

Before continuing on to the next true story I have to get this across to the readers. I've only posted one of these stories so far and I've already gotten feedback calling me "Fag." Well I can tell you I am far from being one. If there were a willing man in front of me and a willing woman I would go for the woman every time. So fuck off. ***** As if Chris...

The “Anything” Promise

by Jabberwock80 on Oct 7, 2018
Fetish

You bury your sweaty, seven-and-a-half inch cock inside Carrie’s willing asshole. Her pale flesh shudders with joy, covered in goosebumps as she hisses in delight. Carrie is quite possibly the prettiest girl you’ve ever dated, big brown eyes, long brown hair, thin so her ears poke through it, a great smile, 25 years old, a yoga-teacher who loves wine and dre...

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A Risky College Drive in the City

by YoungSuburbanWife on Sep 14, 2017
Exhibitionist & Voyeur

(I posted this story right after it happened under a different username a few years ago. But now that Renee and I are submitting stories together under this username, I thought it would be nice for our readers to be able to read it here. And I can't really infringe on my own story copyright. It took place January 1st of 2003 when I was still in college and o...