Anal First Time Stories

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Infinite Scroll

A1 - Anal Sex w/Stranger-Forced Sex

by SexyPillowTalker on May 22, 2019
Anal

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** I'm Brianna and this is the first of my 40-story series of the sexual fantasies that women want. Each story is 3,000 to 3,700 words and one Literotica page. Instead of only writing erotic stories in one or two categories, I'll be routinely writing stories in 27 categories....

Anal Fuck Toys

by RedragonLite on Jul 12, 2020
Fetish

Join the CHYOA Fan Server and discuss this story and many more with the community: https://discord.gg/DQn3bVH If you want to support me and my work, please check out my Patreon: https://www.patreon.com/redragonlite This is the first and last chapter out of context. Here the premise will be explained, and all characters you may choose from are listed, each...

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A Guide to Great Anal Sex Pt. 09

by celesteandjim on Sep 26, 2017
Anal

Conclusion: Go Pick Apples Celeste: We are at the end of the guide. I've volunteered to write a summary of the physical part, how to have great anal sex. Jimmy gets the harder assignment dealing with emotion, why to have great anal sex. Here's my non-scientific explanation for how anal sex can take a woman to a pleasure point she might not even know exist...

Taking a Shower

by bare oneness on Aug 31, 2017
Exhibitionist & Voyeur

I slowly undress in front of the mirror, imagining you are watching me, knowing you have hidden cameras filming me. Standing naked, I take the electric razor and begin to shave. First, my head until it is smooth and bare. Next, I prop my left foot on the counter, exposing myself to the mirror, and shave my leg. I switch legs and shave the right one. Then I p...

Junior Year Abroad Pt. 03

by JBEdwards on Mar 30, 2020
Exhibitionist & Voyeur

Junior Year Abroad—Part 3 This is Part 3 of the Survivor Revival Challenge, organized by Tara Cox. This is the story of Jim & Marybeth, and eventually others, of course. You can expect daily installments. ***************** Jim is amazed by Marybeth's naiveté and her submission ******************* Sitting together in the loveseat of the elegant French...

Black Book Diary Entry: Anna

by PositiveThinker on Sep 16, 2017
Anal

I went to a party with a bunch of friends and that was the last thing I remember. I woke up naked covered only by a sheet. I don't know how I got here, but I woke up in someone's apartment, somewhere. I don't know where I am. I don't know where my car is. I don't remember driving here. Where the Hell am I? "Hi handsome," she said walking in the bedroom wear...

First Anal: Not Really

by jasliz on Sep 13, 2017
Anal

"Have you ever been fucked in the ass, Lindsey?" the man behind the camera asked. "No," I replied, lying like he wanted me to. I've been done in the ass hundreds of times, but this was supposed to be my very first anal scene for all the suckers online. I was sitting on a couch in the middle of a room with not much else around me. The guy behind the camera...

Pornstar Joclyn Stone Does Anal!

by Samuelx on Dec 12, 2018
Celebrities & Fan Fiction

Joclyn Stone is one of the top starlets of the Adult Film Industry today. A beautiful, curvy and clear-eyed blonde woman with the kind of nicely rounded booty that even Black women would envy. She has carved out a niche for herself by working in everything from interracial porn movies to fetish films and MILF-type flicks. Always her amazing sensuality and se...

Loopholes Ch. 01

by ZenZerker on Mar 7, 2018
Anal

Author's note: The male protagonist here is the very same Nick from my 'Buttfuck Buddies' stories. The events described here take place a couple of years before the ones in that series. This is a work of fiction. All characters are eighteen years or older. Don't expect realism and you won't be disappointed when you don't find it! Enjoy! ***** Whistling...

Monica Ch. 2

by billyt98366 on Sep 12, 2017
Anal

After that first morning with Monica my life was changed, increased to a new level of lust. Having had her young willing body once my driving goal was to experience her body in ever way possible. For most of my waking hours I dreamed of feeling her pressed against me and feeling the warmth of her inner body as my cock penetrated her ever opening. During tha...