Dating Sim Stories

34,232 results
Orientation
Length
Source
Infinite Scroll

The Sim - The Bechs

by justsomeguy41 on Mar 26, 2019
Anal

Editor's note: this story contains scenes of incest or incest content. ***** Note: Whoooole lot of ass to mouth in this time. *** "So I was thinking of fulfilling an old fantasy," I said to Simone. "Back when I transferred to study overseas for a year, the mom of the homestay host family I lived with was the hottest MILF I've ever seen, just stupidly ho...

Snooty Arrogance? Ch. 01

by mattbalcknaki on Sep 14, 2017
Erotic Couplings

The flight was a long one all the way from Europe. It was late and it was dark as I took a cab and went to my pre booked serviced apartment for the first week or two. I was returning home after having worked in Europe as a Marketing Consultant for the last 3 years. Life was good and my career had progressed well. I had known a few women over the last 6 yea...

The First Ninety Days Ch. 03

by CWatson on Sep 13, 2017
Novels and Novellas

Day 3 The first thing that happened the next morning was a phone call from Reverend Pendleton. Actually, to be proper, the first thing that happened that morning was that they woke up. Jon was quite happy to do so: he had remembered to turn the alarm off this time, so there was no jolting and wailing and gnashing of teeth. Instead, he swam up from drowsine...

Tip Ch. 04

by Case21 on Sep 15, 2017
Sci-Fi & Fantasy

Dimensionality and Duration She moved through the space of the lab the way I moved, my first time, through a Shinto shrine. Her eyes were open wide, her pointed chin tilted up, forward then back around as people or wiring or the blinking lights on diagnostic equipment caught her attention. She was made to be obedient yet curious, and the small recursions, t...

Rerolling the Lottery

by DracumSum on Mar 31, 2020
Humor & Satire

Jordan practically hooted as he booted up his new VR setup. He'd spent all day trying to get it just right. Adjusting the sensors, moving furniture, sweating profusely after he'd spilled some thermal compound on the motherboard, but it was finally worth it. Well, would be worth it after he started the game. He pulled on the goggles, grabbed the tactile grip...

Alternate Reality Ch. 03

by grgy56 on Sep 12, 2017
Transsexuals & Crossdressers

"What? How the fuck can I get pregnant?" I asked myself. Dressed in some new, experimental VR body-wear equipment, I am my avatar Krystal. I'm stuck in the SIM: Slut City VR game because I skipped reading the manual on how to exit. I asked my VR lover Renee to help me out. She came over to my VR apartment where I found out she changed herself from a female...

BC Ch. 01: Joining the Club

by SteffiOlsen on Sep 25, 2017
Erotic Couplings

NOTE: I'm still working on Ch.8 of Beast– hopefully I'll finish this week. In the meantime, this is a series I started writing soon after I started posting on Lit. It's seriously NON-serious, and I have no idea when I'll get around to writing/editing more, but with that in mind... Enjoy! Thank you a thousand times for the comments, hearts, and stars. I LIVE...

Virtual or Real?

by raginrhinoman on Sep 14, 2017
Sci-Fi & Fantasy

Raymond Allen Finklestein was his given name, but Allen is what he told everyone he went by, especially after going off to college. With the highest tested IQ of any high school student in his state, Allen was on a full scholarship to the State University. With his favorite subjects being computers and science, Allen easily earned the nickname of "Einstein,"...

Breaking in the Sub Pt. 08

by clitomus on Sep 15, 2017
Exhibitionist & Voyeur

Leading on from my first experience of being a voyeur, I spent long nights texting my naughty school girl about that night and different things that could eventuate from such an experience. She herself found it quite a turn on having sex knowing some one was watching what was happening. She had, had experience with multiple males before, but this added a dif...

Trickle Up Theory Pt. 04

by Greenbill on Jun 9, 2020
Erotic Couplings

Veronica's Story I was laying face down and naked on the massage table in the aviary, and Andre was working on something kinky on my shoulder. Frank was pacing, holding his cellphone on the tips of his fingers like a serving dish with the speaker on. "Listen up. Buy 1,000 shares of Norfolk & Goetter." Frank directed. "I feel rail stock is on the rise and a...