Dating Sim Stories

34,232 results
Orientation
Length
Source
Infinite Scroll

To Love Again

by cmtmj on Sep 16, 2017
Romance

It was a typical morning. John and Ally woke up at the sound of the clock. Time to get the girls up, dressed and fed so they could spend the day at preschool. This young couple had pretty good position of employment. John was a local plumbing contractor and Ally was chemist for a local pharmaceutical. They are a happy couple. He loved her the moment he saw...

The Sex Fantasies Most Men Have

by Mr3x49 on Sep 16, 2017
Reviews & Essays

If you are looking for a sexy story this essay is not for you. This is more of a theoretical essay based on the author's beliefs. ***** Everyone has sex fantasies of some sort, but with men there are two fantasies that most men have at least at some point in their lives which could be seen as immoral or even illegal. Those two fantasies I will broadly call...

Ch. 04 I Arrived in Florida

by MichelleWhoIs on Sep 14, 2017
Transsexuals & Crossdressers

I arrived in Florida, late in the afternoon. I found a nice place to stay for the night on the south side of Miami. It was a chance for me to get a night's sleep after the two and a half day trip down from up north. It was also a place for me to start reverting back into a military mindset so that I could report in the morning to my base. The motel was one...

Milky Boy Ch. 02

by Subone1 on Sep 16, 2017
Toys & Masturbation

The next day I got in the car to head for work and turned my cell phone on. I had a text message waiting for me from Lauren. The message was short and to the point: "Milking today at 9:00 A.M. Pick me up in front of school. Be on time. Don't forget the gloves and my money!" Oh shit, I thought, how do I get away from work at 9:00 A.M.? I mentally scanned my c...

The Arms Of A Woman

by Samuelx on Sep 13, 2017
Transsexuals & Crossdressers

San Francisco. Mariah walked out of the Bordello. She was getting sick and tired of that place. Sick and tired of working endlessly to satisfy the depraved desires of those people. How she loathed them. Since she began working at the Bordello, she had seen a side of humanity she had never thought was possible. The worst imaginable side. She was just anoth...

Creature

by magiconnecticut on Sep 16, 2017
Sci-Fi & Fantasy

I had come to the club directly from work, and was dressed a bit nattier than I usually would have been on any other day. I had come to sip a few vodka martinis and watch the people, as they made their little plays for one another. It always made me smile to watch the "dating dance" on Friday and Saturday nights. It was pretty amusing, really. But this was t...

Revenge is Sweet Ch. 01

by AmorousFucker on Sep 13, 2017
Erotic Couplings

The story starts off rather slowly, but will have far more sex involved in the subsequent chapters. Hope you enjoy! -AmorousFucker * I had known Bobby for years. We played football together in high school, and both of us went to State upon graduation: him on an athletic scholarship, me on an academic one. Bobby had always been the typical star athlete; he...

Gabbler - The Story

by BBdjevvy on Sep 12, 2017
Exhibitionist & Voyeur

The following is true story of an event, which actually happened and has given me years of pleasure reliving. Even today, many years later, I get an erection just thinking about it and it would be one of my main masturbation dreams. "Gabbler" at first glance was a homely looking mousy blonde, 14-year-old, schoolgirl when I first met her, which was when I at...

Lunch Surprise

by phoneguy on Sep 13, 2017
Erotic Couplings

"Mmmm.....you were amazing, baby!" he said, smiling, after releasing his powerful load down Lara's throat. Steve closed his eyes and moments later drifted into a deep slumber. she lay beside him dripping wet and aching for sexual pleasure, furious that he was out cold and had once again disappointed her. Lara was a natural beauty with long, straight, dar...

Mai Little Pet

by Denarive_Rintner on Sep 3, 2017
Erotic Couplings

"No, please stop it! We shouldn't do this here!" Mai complained as the old man started to finger her through her pink panties. Her skirt was slightly hiked up as Mai's pussy soak the man's fingers. The old man licked the side of her face and tasted her sweet skin. Mai could feel herself about to cum. She couldn't believe how far things had gotten. Mai and...