Risky Stories

7,038 results
Orientation
Length
Source
Infinite Scroll

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...

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...

"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...

Flashing at IKEA

by haleyandjames on Sep 12, 2017
Exhibitionist & Voyeur

We decided to go to IKEA and do a little flashing since we'd heard it was a large store. What we didn't expect was it to be so packed when we went. However it did make for a lot of fun too! We started off the day at a shopping centre and trying on a few outfits. Haley wore a very short summer dress, no bra and just her sexy panties. Her shoes weren't heels...

Jordan and Sam's Risky Month

by CM_2001 on Apr 29, 2025

"Come on! It'll only be a month; what's the worst that could happen?" Sam asked her best friend, Jordan. One late night in early January, the two were sitting across from each other on the floor of Jordan's bedroom. There was only a couple of days left before their Christmas break would be over and they'd be going back to school. "Uh, that one...

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SMS 1: Primer

by Will Scarlet on Sep 19, 2017
BDSM

How should I begin? How I got to be in the position that I am in, and with my relationships such as they are, is a story I'll leave for another time. Let me tell you how things are. My name is William and I am 33. Kerry, my girlfriend, is 25, and her friend Fiona is also 25. We live in Edinburgh. I encourage Kerry to dominate me, and discuss me openly wit...

Keeping it a Secret

by Noi Jetat on Sep 17, 2017
BDSM

I thought I had kept things under wraps. I even had myself convinced that I took the job at the tack shop because I needed money. It's true, I did, but the truth is I had to hide a hard on every time I had to stock the riding crops. My boss, Jenny, was decent as bosses go. She was always friendly, and kept the discussions to work stuff. A nice arm's length,...

At the Amusement Park

by sparkle8 on Aug 31, 2017
Exhibitionist & Voyeur

It's July 4th, and there is going to be a fireworks display at Six Flags. Not just any display. This year they hired Liberty Fireworks, the best fireworks display group in the nation. We've been looking forward to this event for a month. The fireworks are still an hour away, so we are wandering the park, enjoying people watching, trying to knock down some c...

Risky Roleplaying

by RockHerWorld on Oct 15, 2018
Erotic Couplings

After booking my flight for the dates Mary suggested sending her my itinerary and getting a text back with a calendar showing the date I would arrive with a big green "O" one days later making it clear how fertile she would be and how risky the roleplaying would be knowing I would go wild thinking about being with her again and would be like an insatiable wi...

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...