Permanent Anal Gape 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

A Mature Lady in Rome

by babswalker on Nov 6, 2018
Group Sex

When in Rome -- a mature lady's interest in ancient Rome leads her into the arena! BOB Babs had expressed interest in a late Summer break to Rome. Babs, with a Master's degree in history has wide ranging historical interests including ancient Roman history. In addition, we both still deal a little in antiques and antiquities a visit to Rome had been on our...

First Timers

by LaceyDresser on Jul 31, 2019
Mature

Prologue: The following narrative is an event that took place several years ago. I mostly forgotten about it, at least as far as retelling it, until more recent events prompted me to. Unfortunately it's a long story with an introduction that is particularly long. But it couldn't be helped as it was necessary to put everything into proper context and perspec...

"Family Play": Brother's Lucky Day

by silkstockingslover on Jul 11, 2018
Illustrated

Summary: Virgin spies on sister & friends and gets lucky. Note 1: This is a 2018 Nude Day Contest Story. Note 2: Thanks to DarkBreezly for doing the illustrations. Note 3: Thanks to: Tex Beethoven, Wayne. And Robert for editing this story. It was so exciting! After a year staying home attending community college while her other two friends left the...

Willow's Way Ch. 02

by silkstockingslover on Nov 16, 2020
Celebrities & Fan Fiction

Summary: In this continuation of my sexual parody of Buffy the Vampire, Faith can't get enough of Willow fucking her ass. Note: This is dedicated to MLT17 for requesting this series. Note 2: Thanks to Tex Beethoven and Robert for editing this series. In Chapter 1, Faith tries to seduce and ass fuck Willow, who surprises the aggressive slayer by turning th...

My Freshman Year Ch. 04A

by Mrs_Jones on Sep 16, 2017
Group Sex

Chapter 4A, My Freshman Year. Going to the Doctor Chapter 4 is longer than I anticipated but when I read my diary, I get carried away and my memoires start flooding back to me, then it is like automatic-writing. This chapter is very important because it prepares us on what will happen to us for the rest of the school year and what is to come and why we are...

Maryse's Love of Big Fat Ass Ch. 03

by MTL17 on Sep 14, 2020
Celebrities & Fan Fiction

Disclaimer: This is a work of fiction. I do not know or own Maryse or Bayley or any other former or current WWE women. I do not make any money from the writing of this story. * Bayley was in the second stage of grief, and she wasn't sure she'd ever leave it. She'd taken a series of devastating losses throughout her career, but for her, this one was the fin...

Andy's Anal Adventures: Jill

by lovinanalandy on Sep 16, 2017
Anal

Jill couldn't climax. That was too bad for her, definitely, but I never let it bother me all that much. I mean, I tried. Hard. I'd go down on her until she nearly hyperventilated, but it just didn't happen. I think it was her breathing. I'd eat her and she'd gasp in short, panting bursts that never quite let her crest. Of course, it could've just been me. B...

Anal Invasion Ch. 03

by MTL17 on Sep 18, 2017
Celebrities & Fan Fiction

SMACK! Trish Stratus cried out in pain as the sound of her big ass being smacked echoed throughout what she had thought was an empty corridor. Thinking some cocky WWF superstar or backstage attendant had stepped out of line Trish turned around and prepared to slap whoever had smacked her booty, but all the fight drained from her body and her ass hole pucke...

Dawn's Anal Awakening Ch. 03

by kinkbugs on Nov 12, 2019
Anal

Dawn Simmons, 18 years of age, was ready to go to Wheaton, two states away. She had started packing early because she didn't want to be caught unawares when she reached her dorms. Speaking of dorms, she wondered if her roommate would be nice. While the buildings were mixed gender, the guys tended to stay on one floor and the girls on another. If her roomma...

A Proper Young Woman's Guide to Anal Etiquette Ch. 04

by lordodie on Sep 18, 2017
BDSM

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...