Interactive Milf Stories

5,884 results
Orientation
Length
Source
Infinite Scroll

Dinner Date With a MILF

by NobodyImportant on Jun 20, 2015
MILF

Background: After winning a bet with an entity in a dream, you are able to mind control whomever you please. Characters: Mrs. Busty: A 5'4" orange haired milf with H-cup titties, a luscious ass, and the best blowjob lips you've ever seen. After thoroughly dominating her, she becomes your 24 hour fucktoy. Mrs. Done: A 5'3''asian MILF, in her thirties, ha...

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Club Glitter

by TheOrcKing on May 15, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Synopsis: Club Glitter is the 'it' place to be on Friday nights. Every hot party slut and Futagram bimbo can be found there tearing up the dance...

MILF and Chocolate Blue Eyez

by Silfy69 on Sep 13, 2017
Interracial Love

Jilly was a woman who seemed to have lost everything. Her Husband; Her expensive lifestyle and - just last month - her job. And yet, as she lay sunbathing in her garden, she felt younger and freer than she'd felt for a long time. She could say it now, but her husband had been an idiot. He'd left her for the reasons so many middle aged men leave their wiv...

Hypno-ween

by Dingus Guy on Sep 13, 2017
Erotic Horror

It has been forever and a day since I submitted a story to Literotica. I so wanted to submit this story in the Halloween contest, but waited until the last second to submit it, and then realized I completely screwed up. I had surgery on my thumb 10 days ago and underestimated how long typing with one hand was going to take. I watched too many NY Mets games t...

Porshe's Escapade Ch. 01

by PorscheKaru on Sep 16, 2017
Transsexuals & Crossdressers

Hi, it's Porsche back again and rather disappointed. I thought I would get a much better response to my first story "Interactive Crossdresser...Dare Me" but i didn't. I was kind of reluctant to put myself out there since i have never dressed in public or in front of anyone else but my Australian couple I chatted with always made me so horny especially when I...

Release

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

The room was not terribly large, not like the factory floor. Several partial walls divided it into sections, though privacy was minimal and he imagined the walls were more to soften the noise and promote concentration. No one cared about privacy in here. Everyone participated, and no one was ashamed of what he did. Seeing what others did was exciting and...

Interactive Crossdresser...Dare Me Ch. 02

by PorscheKaru on Sep 16, 2017
Transsexuals & Crossdressers

Hi Porsche I loved your kinky stories and I think its hot how you let strangers tell you what to do. I would like to hear you do something more humiliating though... Are you ready? I dare you... to dress as a hot woman, very high heels, fishnets, tits on, makeup, but with a very short mini skirt and no panties. I want you to get a dog collar and a lead...

Pleasure Dome

by oggbashan on Sep 1, 2017
Humor & Satire

Years ago I had a computer game for my XT on two 360k floppies. It was called "The Pleasure Dome". I still have it somewhere. One floppy was for men, one for women. Once loaded the player had to chat up the opposite sex. Good chat led to higher levels and a better response from your date. Poor or hackneyed lines meant that you were stood up. It was all text-...

The Mail Man

on Nov 14, 2018
Cheating Spouses

You are John, a handsome, 18 year old who still lives at home. With your brown hair, blue eyes, chiseled jaw, and masculine body, you are a catch to all the girls at high-school. This made you focus on the more sex-based things in life, not so much school work, and turned you into a very lazy student. Luckily, you barely passed, but now that is time to choos...

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Lubed 02: Attack of the Lubies Pt. 01

by PrevertOne on Sep 19, 2017
Erotic Horror

June Walker, college senior, was in her aunt's backyard, taking a shower, when she heard someone say "Fuck." The sound was faint, almost a gasp, barely heard over the running water. She froze, cold fear crawled up her spine. An intruder, probably that creep Cody Hall (who, deep inside she grudgingly admitted, wasn't actually too creepy [despite his voyeuri...