Jake Sim Tumblr Smut Stories

8,211 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

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...

The Freeuse SIM

by oldtoad78 on Apr 29, 2025

Disclaimer: A long time ago, I stumbled upon a story on Literotica about a guy entering a VR simulation where he could explore his deepest kinks. That story led me to follow the author, justsomeguy42, and eventually, it was thanks to him that I discovered the Freeuse trope and CHYOA. I have to admit—like the original author, I’m extremely into anal and free...

Open in Reader

Smut Anthology

by lolhappy250 on Dec 9, 2018
Miscellaneous

This "story" is meant to be a replacement for my tumblr, since they decided to fuck themselves right after I started a blog, and since all my content was erotica anyways, this seemed like a serviceable choice. As such, within you'll find a variety of short stories and flash fiction, rather than an overarching plot. Fair warning, I lean heavily towa...

Open in Reader

Jessica and Jake

by Jake_Knight on Aug 30, 2017
Erotic Couplings

(A big thank you to badlilkitty for writing this along with yours truly.) *** badlilkitty, or Jessica, had always a thing for writing short sex stories that made you want to be with her. While I followed her Tumblr blog and I had my own erotica blog, it wasn't until a mutual reader said that he or she "shipped" us that we thought about writing fun, quirky...

Writer's Block Ch. 07

by firstkiss on Sep 14, 2017
Erotic Couplings

My dear readers... sorry for the wait... He kissed me deeply and I felt his free hand close around my own, gently prying the condom from my grip. "I'll be careful, Sweetness, I promise." Sim's pants and boxers disappeared. I vaguely remember him moving to take them off, but I was so wrapped up in the nervous expectancy of it all that I barely had time to...

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...

Days in the life of Jake, the Ancient Werewolf in a Fantasy Land

by Bengates on Apr 22, 2025

This first set of prompts is just to set the scene, reveal the ability of the Ai to do smut, and then we'll continue with some plot! Prompt 1: Jake, an ancient werewolf, walks into a room and finds two women loving each other. Their moans fill the air as he desires to join them. Ai Response: Jake, a werewolf, enters the room to find two women on the bed. The...

Open in Reader

Behind the Closet Door Ch. 02

by Human_Garbage on Dec 3, 2018
Loving Wives

It was a good thing that I had stopped my venture into my wife's closet when I did; right as I closed and locked the door, I heard the front door opening and the stomping footsteps. My daughter running to show me the brand-new sneakers she got at the mall. We spent the rest of the day having family time – board games, and coloring books galore! After a nice...

A Couple's Voyage Into Sexuality Ch. 12

by fntsymn on Sep 15, 2017
Group Sex

Since they hadn't seen anybody else around except for their neighbors, the four of them decided to walk nude back to the cabin. Along the way Robert and Edward shot a few more pictures. Once back in the cabin, they took some towels and took a dip in the lake to clean up and instead of using the towels to dry themselves they laid on the pier to let the sun d...

Tales from the Oedipal Zone

by crazydorian on Mar 24, 2019
Fetish

The Oedipal Zone idea is a creation of Squelchapron, from his old “freeusecaptions” Tumblr. The original captioned stories (Field Observations and Paragon Magazine) have been used here with his permission. An Oedipal Zone is an area within a more general free use world. The normal free use tropes apply in most parts of the world: society functions more or le...

Open in Reader