Anal Stretching Stories

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Infinite Scroll

Caroline the Teenage Bum Slut

by lordodie on Sep 25, 2017
Anal

Caroline the Teenage Bum Slut (Redux -- Chapter 1) Originally by: Jason Hitchcock Adapted by: LordOdie & FantasyWriter1 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 supe...

Contempt Prior to Investigation

by Gina_B_33 on Sep 25, 2017
Anal

"Fuck you! I never want to see you again!" I almost shouted at James, my boyfriend, without regard for who else could hear. And then I gathered up my books and stormed out of the diner. Later, back in my dorm room, I tried to explain to Beverly, my roommate what he'd done to piss me off so much. "Without warning, he just tried to jam it in me. The pain was...

Santa Bound Ch. 03

by Powerone on Sep 12, 2017
Sci-Fi & Fantasy

Chapter 3 Sodomized by Nick Nick untied Monika, wanting her in a better position. He lifted her naked body up as if she didn't weigh anything, placing her face down on the cold dining room table, Monika gasping as her nipples touched the cold wood. "Don't worry, I'll warm you up soon." He took some of the red rope, pulling her arms behind her, crossing the...

Practice

by MTL17 on Sep 12, 2017
Celebrities & Fan Fiction

Authors note. This is a story based on Chuck and takes place during Season 4. * "Exc... excuse me." Ellie stammered, convinced she must have been more drunk than she thought because she couldn't possibly have heard her brother's girlfriend right. "I said, get on the bed and bend over." Sarah said like this wasn't something completely out of the ordinary,...

Create a Shemale

by wsauthor on Sep 29, 2018
Science Fiction

*Author’s note: This story is Public, if you have an idea, start writing!* Robots, science and chemistry have all advanced further than the public is aware of. Due to patents and trade secrets, nobody knew it was even possible to create a sex bot. They can have gravity defying shapes and sizes. They can even alter their owner with chemical cocktails. Cockbot...

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The Warlock & the Wizardess Ch. 05

by ZenZerker on Sep 18, 2017
Sci-Fi & Fantasy

Author's note: This is a work of fiction. All characters are eighteen years or older. This story features anal sex, a lot, so be warned in case that's not your cup of tea. Consider this just a silly, smutty parody of a few fantasy cliches. Don't expect epic tones or anything even vaguely resembling seriousness and you won't be disappointed when you don't fin...

Anal for the First Time

by LolaAfterDark on Sep 16, 2017
Anal

My friend Amy took her first cock in the ass dry while she was camping. I always thought that I was sexually adventurous, a slut perhaps, but I was amazed when she told me. I loved getting my ass eaten out by my partners but I was convinced that my backdoor was too tight for any man to put it in me no matter how big his cock was. Enter Sam. Sam and I develo...

Of Anal Concubines, Their Art and Tradition: A Treatise

by AshleyAugustine on Dec 2, 2019
BDSM

(Readers, kindly note: The following is a maledom BDSM fantasy that depicts fully consenting women engaged in anal masochism, humiliation, and exhibitionism and includes mention of orgasm denial, forced orgasm, pee play, enemas, rimming, and cock worship.) Of Anal Concubines, Their Art and Tradition: A Treatise To my esteemed colleagues worldwide, respectf...

Silence Teaches

by barbarian queen 2 on Sep 17, 2017
BDSM

“Silence,” said Eileen, “I want you to help me with something.” The large man at her feet immediately focused his attention on her. When she said nothing more, he hesitantly touched her hand. Her sudden blush startled him. He knew every inch of her body just as she knew his. Why would she blush? “Have you ever had anal sex?” The words came out in a rush a...

Fisting and Wine Bottles

by 57hangar on May 12, 2020
Fetish

This is an account of a true event.... Started playing and stretching with a new friend recently. She contacted me through a website, talking about her desire to be fisted. We talked about our fantasies and experience. She really wanted to have her pussy fisted up to my wrist for the first time and have it stretched. Anal play was also something she wanted...