Accidental Anal Stories

50,028 results
Orientation
Length
Source
Infinite Scroll

2020 - WIC

by Rekki on May 10, 2020
Miscellaneous

WIC, short for „Weekly Image Captions“, is a project I started this year to post an image caption each week. The characters, scenes and kinks are often different from piece to piece but there are some reoccurring themes like Timestop and Mind-Control, since these are my own favorite kinks. Since March, it‘s possible to choose the character for an upcoming we...

Open in Reader

Accidental DP

by FiftySomething on Oct 3, 2018
Group Sex

The next chapter in the "Accidental" series. For those who've been asking, it's Accidental ThreesomeAccidental BisexualAccidental RapistAccidental Sloppy Seconds(then this one) but they can be enjoyed in any order, I think! ***** "So what does it feel like?" my wife asked. Her left eyebrow raised in a coy come-on. "It's... smooth. Slippery," I said. "Like...

My Wife's Accidental Affair Ch. 03

by tulsatime39 on Sep 25, 2017
Loving Wives

In the first two segments of this ongoing tale I wrote about the start of an affair my wife is having with my step son's wrestling coach. The innocent beginnings where somewhat facilitated through accident, and Ambien. What has happened since the last story is no accident, and my once shy demure wife, has started dressing much more provocatively and has be...

Accidental Anal

by FiftySomething on Jan 15, 2019
Group Sex

A sequel to "Accidental DP"... We still had a few quickies and I enjoyed a blowjob at least once a week, but in the two months since my wife had collected our two cocks in her pussy at the same time, another double pussy penetration was all I could think about. Since then whenever the three of us got together — me, Mike, and my voluptuous and sex-craved bet...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

Accidental Gangbang: Blindfold Orgy

by silkstockingslover on Jan 20, 2020
Group Sex

Summary: Before the wedding they have a 6-person orgy at the church. Thanks to: Tex Beethoven for editing and to xxx who requested and sponsored this sequel. Note 1: This is another sequel to 2014's Accidental Gangbang (which was originally intended as a stand-alone story, but after over a million reads and lots of requests, I went back and re-read the rat...

Condom City

by Egmont Grigor on Sep 13, 2017
Humor & Satire

NOTE: Written by a foreigner who's definitely not anti-American. – E. G. * In 1944 the mid-west town of Tush had a population of 347 comprised mainly of military deserters, retired prostitutes, unemployed mailmen who'd found the cheapest place in the country to live, wife beaters on the run, women in black vinyl suits carrying chains and black whips, fugit...

Fantasy Come True

by RAPIDROY on Sep 12, 2017
Group Sex

I've always known that I enjoyed anal play and that ever since I started masturbating that I would sometimes use men in my fantasy. I'd even tried going to gay hangouts and answering classified ad's but always either backed out or ran like hell. So even though I wanted to try man to man sex it looked like I wasn't going to ever find someone I was comfortable...

A Weighty Bet Ch. 02

by wishfulthinker on Sep 12, 2017
Loving Wives

I awoke the next morning feeling well satisfied after the best night's sex I had ever had. Jackie was more turned on and adventurous than I could ever remember. We tried things that I had only fantasised of before. The only thing she wouldn't allow me to do was take her anal virginity, but who's complaining we had sex for the first time for months and it was...

Accidental First Time Ch. 05

by engagemind on Sep 19, 2017
Anal

Authors note: Thanks for the positive feedback, sorry again for the lapse between chapters, and for newcomers, although this story can stand on its own, a better sense of the evolving relationship between these young (over 18) first timers can be gained by reading all chapters. As you start to come down, momentarily drained you open your glassy eyes, a bit...