Ruined Asshole Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

The Night of Pure Bliss Ch. 02

by October1123 on Mar 16, 2020
Anal

I wake to the feel of something soft covering my body. The events of last night seemed like a dream. I go to stretch and feel a sharp but pleasant pain in my asshole. I stop moving and decide to assess my body more delicately. I start by swallowing and notice my throat is extremely sore. I then trail my hand across my breasts and feel a tender nipple. My f...

A Proper Young Woman's Guide to Anal Etiquette Ch. 12

by lordodie on Sep 25, 2017
Anal

Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is...

Lucy and the Black Men

by SkippyRoo on Sep 11, 2017
Anal

As Lucy pulled into the driveway at Marg and Paula's home, she could feel the slick spot on the seat beneath her bare vagina, she quickly checked her make up to ensure she looked desirable for her mistresses. As per usual she had a moment of apprehension before getting out of the car to go inside. Torn by the knowledge of the shameful acts of degradation and...

Eat the Mess

by NoLiteraryValue on Sep 18, 2017
Anal

Claire crossed the room to where the couple were fucking on the couch. Claire was a muscular girl, some would say too muscular. She had black hair and big fake tits. Her abs were cut and she had a large clit that slightly protruded from under its hood. Her legs were thick and strong. She had a cruel mouth and a classical, Roman nose. "Damn, that looks good...

Safari of Depravity Ch. 02

by scatwoman on Sep 13, 2017
Fetish

by Scatwoman (credit to MercySlayer for inspiration) Part 2: "Initiation" The pace was very quick and shortly the group entered their camp with their captured prey. It was here that Dylan got his first look at the native women. They were just as dark as the men, and tall as well. 6 feet tall on average and muscular as well. The older women were quite...

Shaak Ti: Above & Beyond 02

by ACSD on Feb 12, 2019
Celebrities & Fan Fiction

(Disclaimer: This is non-profit parody/fantasy for legal adults. The author claims no ownership of any copyrighted material.) INVISIBLE HAND - 19 BBY The MagnaGuards weren't done yet! Eager for round two, the one that had tried to kill her took Shaak by the headtails and hauled her to her feet. Too humiliated to resist, she was roughly bent over, purple e...

Gwennalyn's Sexual Awakening Ch. 15

by majicman21 on Dec 2, 2019
Sci-Fi & Fantasy

Editor's note: this story contains scenes of dubious consent, non-consensual or reluctant sexual situations. - Once again, a big thank-you to Emma Kendrick for providing her thoughts on the chapter! * It was early morning in the princess' bedchamber. Six bodies lay sleeping on the spacious bed, but hers was not one of them. Seeth woke up, stretching lan...

Soderton Pt. 02

by justsomeguy41 on Apr 14, 2020
Anal

Note: So only the first short story here is part of the 'main' storyline, though only just. I think I'm just gonna do a bunch of disconnected short stories set in Soderton so I can jump right into ideas I like without bothering with set up. I also added extra bits to the fuck furniture section but since I can't edit submissions on lit I didn't put them *here...

The God Emperor

by Narg on Sep 25, 2017
Sci-Fi & Fantasy

A/N: This is an attempt to record perhaps the most crazy and over-the-top of my crazy, over-the-top sexual fantasies. So be warned. It's crazy and over-the-top. ***** I was a mortal man once. A mere mortal man. No longer, obviously. Not since the day I merged with the Source. I still remember what it was like to be so limited. Perhaps that is why I enjoy...

Sasquatch Invasion Ch. 04

by Spassmacher5000 on Sep 12, 2017
NonHuman

I was liking Zoey less and less. The sociopathic way she would sacrifice another girl to get past a Big Foot safely was horrible, but... I'd just gone along with it. What could I do? She literally had me by the balls the whole time, squeezing a little harder any time I started to argue. She knew how to manipulate people, both guys and girls. Once again she...