Risky Stories

7,016 results
Orientation
Length
Source
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...

Victoria's Secret

by sparkle8 on Sep 13, 2017
Exhibitionist & Voyeur

We visited the mall on a quiet Tuesday afternoon. Our sex had been getting kind of stale, and we decided (after much discussion) that adding a little risk would add a whole lot of excitement. Little did we know how exciting it would get. Naturally, Victoria's Secret seemed like a fitting destination (get it?). We walked into the store, and found that we wer...

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...

Chicken Ch. 02

by RockHerWorld on Oct 19, 2020
Romance

I awoke to a beautiful sunny morning, my sexy girlfriend Sara giving me an incredible blow job, as I thought about the night before, noticing how incredibly hard my morning erection felt. I made eye contact with Sara as she slipped her sexy lips off my shaft, long enough to smile and whisper in her sexy morning voice. "Good morning sweetheart, it looks like...

Jenny's Legal Adventure Ch. 4

by Capstick on Sep 19, 2017
Loving Wives

"Even dress like this is not unheard of these days, as it can be considered fashionable to wear undergarments as outerwear. I would not recommend it in a professional setting however!" Jim continued, drawing some laughs from the room. "Let's take this to the next level though, shall we Meenashi?" She took Jenny's hand, and led her through a door off the far...

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 "...

Cate's Gift Ch. 03

by erossmantic on Sep 15, 2017
BDSM

Preface My Christmas gift to Mark changed our lives, marriage and sex life. Mark posted the legendary final card of my gift on our large bedroom mirror as a constant reminder to both of us that at any moment, anything could happen. ~~~~~~~~~~~~~~~
 E

 As endless as the world's imagination
 Sexual adventures we promise to do
 Committing to every sensua...

Lesson Plan Ch. 10

by GettingItDone on Dec 10, 2018
Interracial Love

Author's Note: Thank you for taking the time to read my story. I first want to apologize for the long gaps between chapters. I tend to write these stories in spurts, and often take my time to get the proper inspiration. I hope you enjoy this one just as much as all my others. Fear not, I will continue this storyline as well as my others. I even have ideas o...

Chronicles of Heather Maureen Ch. 05

by HeatherMaureen on Sep 14, 2017
Transsexuals & Crossdressers

My Life with Marty I spent a lot of time at Marty's over the next couple of years. He explained to mom that his 'son' had trouble making any friends and he'd been so glad when I became 'Jason's' friend after meeting him at school. Thus Marty and mom got to know each other thru the frequent phone calls asking if I could stay over or spend a weekend, again. M...