Risky Sex Stories

225,925 results
Orientation
Length
Source
Infinite Scroll

Magic Dress - Yvette Pt. 04

by SlightlyRude on Mar 26, 2019
Transgender & Crossdressers

"Well," said Kathy when I got home. "You've nearly done it. You proved yourself as a woman in society, on a date and in the bedroom. And you've been dumped! Now what does Yvette want?" I said I wasn't sure, but I was hurt and I wanted the original dress. I got the original bra and panties and put on the dress, sat down and felt calmer. We had some tea and t...

Risky, Risky

by jen123jen on Sep 12, 2017
Exhibitionist & Voyeur

As usual, life happens and I get busy doing things - some fun and sexy, most not. But I wanted to write about what happened this past winter and spring with an online friend (master). He knew just how to push my buttons. He knew I needed to be exposed, humiliated, embarrassed, pushed. He knew (most of the time) that if he pushed me a little at a time, I'd d...

Weekend Away - A Strangers Version

by Stephaniebuton on Apr 17, 2018
Erotic Couplings

It was Saturday night, around a few minutes to midnight. I walked into the club to find my friends. The place was busy with young people, and a lot of middle aged ladies out enjoying themselves, but I couldn't see any of my friends. I was about to turn and head to the Twifford Arms when you caught my eye. You were sat at a table on a tall stool just a few me...

Disrobing Rita Ch. 06

by Hapaxlegomena on Oct 30, 2018
Exhibitionist & Voyeur

On the Friday before what was scheduled to be my last life modelling session I took Rita to the naturist spa. It had become a bit of a regular fixture in the weeks when I wasn't posing for her class, and it was interesting to see how much more confident she was becoming as time went on. It was the first time that she undressed in the main locker area rather...

Boredom Forces Me to Take a Chance

by Lovinhose on Mar 31, 2020
Transgender & Crossdressers

The following story is fiction. Most of my stories are true, but due to a dry spell, I just wanted to put something down for the readers. This is a fantasy that just came to me while sitting around the house during this Coronavirus thing. Hope you enjoy. *** It's been a while now since things have been normal. Restaurants are closed, 24-hour stores are clo...

Girl on the Golf Course

by Sonofagun00 on Jan 20, 2020
Exhibitionist & Voyeur

Christine got job at an exclusive, ritzy, men's only golf course. She was an attractive young girl brought in to flirt and liven up the place. She was told she would never be touched, but she should expect sexual comments, innuendos, and even propositions and this was ok because of the clientele. She would have to sign a non sexual harassment clause, non dis...

Webslut Madison Ch. 06

by Rockwellray0 on Sep 26, 2017
Exhibitionist & Voyeur

A week passed since Madison had met with Hannah and had their day of fun. Madison still hadn't posted the nude pictures of Hannah on the website. Actually, she had agreed not to do it until Hannah picked out one extremely slutty thing for Madison to do, and if Madison actually went through with it, Hannah's pictures were free to be posted. That was their arr...

Seduction

by Uwe37073 on Aug 15, 2020
Cheating Spouses

Hi Guys, Under this story I will publish several short stories. Some stories will get a longer or shorter storyline. Depending on the popularity, I will focus on individual storylines. Other authors are very welcome to implement their ideas and write them down. Basically, every short story has a male or female Protagonist in the foreground who is either the...

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Memoir of a Young Mistress Pt. 14

by FunWhileItLasted on Sep 15, 2017
Mature

Two weeks after the talent show, around dinner time, Emily's phone rang. It was Sierra. "I'm so bored. Want to go to the beach with me? It's almost deserted because it's getting too cool for the tourists." "Sure, that'd be fun. Anyone else going?" "Nah, just you and me. I had an idea though." "What?" Emily knew if Sierra had an idea, it would be full of...

Effy & the Forbidden Book Ch. 14

by bumonk on Oct 12, 2020
Sci-Fi & Fantasy

Chapter 14. The Final Chapter - Killing a Friend. Whilst Darian was enjoying his mother and daughter threesome, Greta was having a lot less fun. Not only did she have to think about her beloved, somewhere out there fucking other women, but she also had to babysit Effy and Isha. "Will you shut up," she screamed at Effy. Her crying had finally pushed Greta...