Risky Sex Stories

227,081 results
Orientation
Length
Source
Infinite Scroll

Risky Business

by Radames on Sep 17, 2017
Non-Erotic

The Downtown Council was always looking for ways to keep office workers downtown and spending money after work. One of their longest running events was a monthly after-work cocktail party. I suppose they hoped people would stay afterward and eat at the city's restaurants, maybe even do a little shopping and see a show before heading back to the suburbs. As...

Ben Rosewood's Quickies

by Ben Rosewood on Oct 13, 2019
Erotic Couplings

Welcome to this collection of short stories by yours truly. Most of these are vanilla boy-girl stories, but anything that deviates into more kinky fuckery will be labeled as such. If you enjoy any of these stories, please consider donating to my Patreon. I've got nothing else to say so have a photo of the lovely Alina Lopez. What's next? Tommy Martin Series...

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Taming the Dom

by Ben Rosewood on May 31, 2019
BDSM

This story has been created with Game Mode in mind. For the best experience, please turn Game Mode on. Your best friend Eddie had said it was urgent. Upon receiving his text, you head to your normal meeting place, Godzilla's Pizza Dojo. The place is covered in framed monster-movie posters and arcade machines that Eddie has topped the high scoreboards on. You...

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A new you

by Genericc616 on Mar 17, 2016
Science Fiction

You stumble into the dark basement in your new house, the house was a real steal, you bought it at auction, it had a checkered history which put a lot of people off, the previous owner was declared dead, although the actually story goes, that they literally disappeared one day. Thankfully you were never one for superstition and legally the house and everythi...

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The boys want to knock up Melissa

by pablosantori on Aug 26, 2009
Erotic Couplings

There's a rumor going around the school that the boys want to knock you up. You first heard the rumor from your best friend Candice, but you've heard the rumor from others as well. Getting you knocked up would be a big score, not only because you're the heiress to a large family fortune, but also because you're definitely the hottest girl in school. Candice...

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Sex in Public and Risky Places Ch. 06

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...

Male Bridesmaid

by pervy-young-prof on May 22, 2019
Erotic Couplings

Note: Some of the story will be path-dependent. It'll only make sense in the later stages if you play using Game Mode. SCENE 1: THE BAR You and Sara are sitting at a table in your favorite dive bar, and it's happy hour. In a week and a half, Sara—your ex, but also your good friend, now—is getting married to James. Tonight is the last time before the wedding...

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Sex in Public and Risky Places Ch. 02

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...

Lorraine's Risky Outdoor Naked Dare

by exhibcouple79 on Sep 12, 2018
Exhibitionist & Voyeur

This is our second true story, and the first one written by me, Lorraine! In this dare, I had to tie myself up naked in the woods for my husband, Jim to come find me. This was all super risky, so PLEASE don't try this yourselves! I hope you guys enjoy the story! *** After having to get naked in public himself, Jim decided it was my turn, and of course I ag...

Lisa

by moonlight on May 22, 2016
Erotic Couplings

Disclaimer: All persons in this story are 18 years or older. It is a fictional world. Highschool girls are at least 18 years old. You are playing Lisa Meier. She is a highschool student in her first year. She is transfering to Saint-Etienne Academy a co-ed private catholic school today because her mum did find a new job as a secretary for a major law firm in...

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