Dating Sim Stories

34,232 results
Orientation
Length
Source
Infinite Scroll

Writer's Block Ch. 02

by firstkiss on Sep 19, 2017
Erotic Couplings

I dropped the letter like it burned me and sat in stunned silence, my brain whirling furiously. I picked it up and reread it twice. There was no signature, no return address, nothing to indicate who'd written it, but I knew and I wanted to kick him in his smug shins. I reread it again, hating every black stroke of ink which snaked confidently across the pag...

Crossed Wires Pt. 02

by bigrusker on Sep 18, 2017
Transsexuals & Crossdressers

This is party two of my Crossed Wires story. I recommend reading part 1 first. ***** The drive home from the sim session was surprisingly quiet. Sandy kept glancing over at me in the passenger seat, forming a little grin when she caught me running my hands up and down my side and cupping the breasts of my bustier. Oh right, I was still wearing the lingerie...

A Funny Thing Happened...

by Quince on Sep 16, 2017
Romance

Prologue "Hey Sim, are you doing anything Monday night?" "Hey Gin, Monday, the 14th?" A pause. "No, nothing special. Why?" "Couple of the girls and I are having a little impromptu gathering in the green room. Be nice if you stopped by." A short pause, then: "Jason's cool with it." Jason was the Company Manager, and if he wasn't cool with it just yet, he s...

The Cat's Meow Ch. 03

by Mackenzie Taylor on Sep 16, 2017
NonHuman

Ch. 3 - Eric Blood is life. Without blood there is nothing. And I'm not just speaking from a vampire's point of view. The wonderful thing about blood is that on a planet populated by six billion people, blood is abundant. Not only is blood everywhere but you can get it any possible way imaginable. I prefer mine willing; more pleasure can be had that way. M...

My Sweet New Addiction

by LongSet on Sep 16, 2017
First Time

I can't do anything but pace the room and look out the window. I am waiting for Simpleton3 to knock on the door at 2:15 p.m., like we planned. I am going to touch another man's cock. I am going to taste it. Neither of us has ever done anything like this before, or so we both said in online chat where we've been meeting almost every day for two weeks....

Jakob's Ladder

by justincbenedict on Sep 17, 2017
BDSM

November 5, 2003 19 year old Jake got off the bus in Times Square with his older friend Aideen Higgs, known otherwise as Kandikorn, a stripper in Tunstall, the village that housed Jake's college. "Now I'm going to give you the experience that you've been waiting for, Jake." Aideen said this, smiling. "You're going to pay for dating and ditching all those t...

Stepsister's Whim

by wintermute on Jan 13, 2016
Science Fiction

You close the door behind you and walk into your parent's house, finally back after driving home from your first semester away at college. Finals week was rough, as you'd expected, and you've been looking forward to being able to relax at home. Your hopes are shattered, though, when you turn into the kitchen to see your stepsister, Sarah, standing in the cen...

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Katrina Ch. 03-04

by DG Hear on Sep 13, 2017
Romance

This story is seven chapters. I am posting two chapters at a time till all are posted. You may want to read the first and second chapter before this one. Thank you to Linda62953 for taking the time to edit my story. Chapter 3 I finally arrived home and my mom was waiting for me. She helped me bring in all of my and Alecia's things. She had my old bedroom...

The God Sim

by Robopoop on May 20, 2019
Miscellaneous

This is the Beginning. In the Beginning, there is nothing. Like the mysterious time before the Big Bang. An empty space, devoid of laws, rules and all life. You will be creating reality. The pawns you place will be your creation. The laws you make will shape their destiny. Create a fantasy world where the only currency was semen. Create a role playing game w...

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Alternate Reality Ch. 01

by grgy56 on Sep 12, 2017
Transsexuals & Crossdressers

"Oh yeah! That's it! Fuck me! Fuck my slut ass!" I screamed through my headset at Renee the avatar reaming my doggie ass with her huge strap-on. "Make me cum in my panties!" I was trying to manipulate the controller at the same time as I was pumping my closed fist up and down on my hard cock. I was matching Renee's fuck motion. I wished it was really me ins...