Surprise Anal Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

Anal With a Woman: A Guide for Men

by HombreAmigo on Sep 12, 2017
How To

It not hard or mysterious, but the first time can be a bit daunting. I remember going through the forums and 'how to' when I was trying to cross this bridge, and now, ten years later, I thought I'd offer some hard won advice to other men. Now, you could be in one of two positions; one, you have a partner who's willing to give it a go and are looking for the...

Waterway Wet Work Ch. 02

by Jbrassmonkey on Sep 15, 2017
Loving Wives

"Oh just let me rest for a minute," she said exaggerating her breathlessness. We had just finish a nice little romp on the beach culminating in a surprise anal entry. I stayed in the water fairly close to where the boat was anchored and relaxed a little. I had pulled a noodle float from the boat and had it under my arms just floating. I still had not tied m...

Timmy's New Job Ch. 02

by holycow614 on Sep 16, 2017
BDSM

Timmy was squeaky clean and drenched, much to his disgust, with a girly perfume. Timmy was taken to another room full of bright lights, make up, and extremely erotic lingerie. Mary unhand cuffed Timmy, then the other four girls forcibly strapped Timmy to a swivel type make up chair in front of a large mirror surrounded by lights. Puzzled, Timmy asked, "What...

Rebecca's Rebirth Ch. 02

by Kalavo on Dec 10, 2018
Erotic Couplings

The end of my senior year in high school was pretty awesome. I had totally repudiated my former life as a Christian zombie of an evangelical church; a church so great that the pastor and his wife ganged up to rape me. I had made the best friend I had ever had in Millie. I had a boyfriend with whom I had my first consensual sex. I had experienced oral, vagina...

A God of Old Ch. 09

by majicman21 on Nov 25, 2017
Erotic Horror

Ancient Egypt: "Master!" Senak called out, her hands beating against the invisible barrier before her. Footfalls grew louder from down the hall. A few moments later, her Master appeared, his usual serene expression now replaced by anger and distress. "We have been betrayed," he told her somberly, his hands landing on the invisible barrier, mirroring...

The Twighlight Zone Ch. 01

by Seurat on Sep 16, 2017
BDSM

A number of years ago, I published a series of stories in a series entitled, "The Twighlight Zone". The stories were all linked to a sex toy/lingerie shop and club of the same name. The first of the stories and the inspiration for the series began in "The Wedding Present", already posted here. Each chapter had it's own characters and plot, though all revolve...

Tales of Decadence - Dark Elf Town Ch. 06

by EstebanMamono on May 29, 2018
NonHuman

***--*** Schwarzelfstadt... ...City of the Dark Elves, pointy chocolate ears, pleasure...and chains and whips meshed together, was just ahead, the tired human boy walking for days to his destination. His back was sore, his luggage was all he could carry... Lono had been sent to negotiate with Dark Elves a trade deal, and now, after several days of walking...

Master Handsy's Smash Bros Orgy

by MarkMadden on Feb 12, 2019
Celebrities & Fan Fiction

Author's note: this story is quite different from most of my others, but as usual if you're looking for romance you probably won't find it here. If you're looking for mindless fucking, that I think I can help with. You don't necessarily have to be a fan of video games to enjoy this story, but it would help a lot. As always, thanks for reading! ***** Master...

Westrons Pt. 03

by AspernEssling on Jun 25, 2019
Sci-Fi & Fantasy

Thanks for reading this far. From here on, you may start to notice traces of H. Beam Piper and Ursula K. LeGuin - those are intentional, by way of homage. Thanks again to Kaereni and Iriad, for continuing to provide me with constructive criticism. You may find some errors and omissions, but the next few chapters are much better than they would have been th...

Job in Nana Plaza

by KIMCANCER3040 on Oct 22, 2019
Sci-Fi & Fantasy

1 Watching a livestream of Sukhumvit Road, Na knew she'd feel like a fish out of water... Bangkok... The lights, the traffic, the faces, streets brimming, floods of activity... One single city block had more people in its radius than Na had ever seen in her entire life, coming from a small rice farming village in Nowhere, Nakhon Phanom... Bangkok, Krung...