Dating Sim Stories

34,232 results
Orientation
Length
Source
Infinite Scroll

Byrned

by njoyjade on Aug 30, 2017
Exhibitionist & Voyeur

After dating my first long-term boyfriend for six weeks, I knew that he wasn't right for me. When I told him he wasn't my first, his whole attitude changed. Having had only two experiences with sex before, at 21 I was an anomaly. He wanted the proverbial 'Marry a good girl' type and after a year and a half of enjoying how much I liked sex, his insecurities b...

Katy and Father Dan

by guitargal81 on Sep 16, 2017
Toys & Masturbation

Special thanks to Heyteach! For your feedback and collaboration. ***** Katy hefted the heavy box against her shapely hip as she walked up the church steps. Her breath left little puffs of steam, as she pushed against the door and stepped inside. "Hello!" she called out. "I've brought the donations my college dorm collected for the food drive!" cans and jar...

Mister Atrevido

by UndercoverChica on Aug 19, 2017
Exhibitionist & Voyeur

I was 20 years old, a junior in college and had a serious case of senioritis. My boyfriend at the time, Mister Atrevido and I agreed to meet up early at a study spot on campus to prep for a Biology final. We actually met on Myspace. Yep, good old Myspace from way back when it was popular. This was the true beginning of my "online dating" experience. We con...

Life as an Exhibitionist

by femghostwriter on Sep 14, 2017
Exhibitionist & Voyeur

My husband and I live on a very large tree farm in Northern Appalachia. The size of the property and the remoteness of the house permit he and I to go nude whenever the weather permits. He is very supportive of the fact that I am both an exhibitionist and I am also bisexual to a point. I have a small circle of girlfriends that come to our house and enjoy the...

Money and Sex

by suburbanlove on Sep 3, 2017
Erotic Couplings

Tessa felt the force of Kenneth's forearm on the back of her shoulders and she allowed herself to be bent over the large mahogany desk. As he bent her forward, she obediently arched her back and pushed her firm tan ass into his crouch. Tessa felt the bulge of his manhood that was progressively hardening behind his business slacks. The luxurious fabric of the...

Retail Fun with Kelly

by Drystan on Aug 19, 2017
Exhibitionist & Voyeur

This is my first story, so your feedback is both welcome and encouraged. ------------------------------------------ Let me tell you what happened earlier today. I was leaving the office to pay my girlfriend Kelly a brief visit during lunch. She is a manager of a clothing store at the local mall. This is one of the typical chain stores filled front to back...

Sex at a Concert

by AbbyHaynes on Sep 1, 2017
Exhibitionist & Voyeur

I was at a concert I had no right being at. I couldn't pick out Marilyn Manson in a line up, we were going to see Korn next and I can't say I've ever heard one of their songs. The tickets were expensive, but at least it wasn't my money. My friend Mary, a Librarian with a love of cats and crochet also has an affinity for what I would call "boy music" and enou...

My Valentines Day Stroll

by loorslady on Sep 14, 2017
BDSM

Five years ago I was dating a short man of Irish descent who, despite his small stature, was a very commanding man who loved to control women and at that time in my life, I wanted to be controlled, so we made a very good pairing. He was my Dominant but I will refer to him as my Owner since that is what he did. He owned me at that time. He was not an attract...

Eastenders Sex Ch. 01

by BritishSoapPorn on Sep 14, 2017
Celebrities & Fan Fiction

Whitney cleaned the tables of the Vic, just like she did every night. Just like every night lately, since her brother Ryan had stolen from the takings and done a runner, her sister-in-law (close enough) Nancy glared at her from behind the bar. Linda, her mother-in-law, pursed her lips and tried not to judge...no, instead she looked on in pity. Everyone alw...

Annabelle Heads Back to School

by JAGie on Sep 14, 2017
Toys & Masturbation

Annabelle threw the last of her bags onto her new bed, sighing with relief, she looked around the room. Her things looked like a moody teenager lived here instead of a 25 year old, deciding that she didn't care right now, she flopped down onto the bed with her bags and closed her eyes. Thinking back to the road trip she'd just finished, she slowly let out th...