Anal Stretching Stories

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Infinite Scroll

End of Summer Encounter!

by Meu469 on Oct 31, 2018
Anal

First off I am in my mid fifties and have lost 35# over the past year. Looking better and feeling better about myself. Many have enjoyed my 7" cock and huge smooth balls. I have been spending this last summer doing some work on a house a few hours from home. Been relatively quiet except for visits to the local pub but not much else. Being that my wife stayed...

Susan's Discipline Pt. 01

by Stillrandy on Jan 27, 2020
BDSM

I heard the knock, two, three, two at my door. When I opened it in my robe, Susan stepped in and stood against the door. "Tell me about your day, Susan." She said, "I tried to keep my temper Sir, but my boss was just too critical today." I took her by the hand and led her to the couch, slipping off my robe. "Take down your pants Susan, you have been a...

Mommy's Slave

by Futafan567 on Dec 7, 2019
Transsexual

You are Jim. You are 18 years old and live in an average sized home with your mother Jennifer (Jen for short). Being homeschooled for most of your life, you never went outside very often. In fact your only “friends” are the two girls Amy and Mary who live across the street. You are really only friends with them because they live so close but you were never t...

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Daydream?

by Karmacouple on Jun 19, 2019
Anal

Straight from the shower her warm body was begging for release. A smile passes her lips as she thinks of the lotion she had placed back in the shower. Wishing longingly, it was used as it had been before, but closing her eyes and reliving the full anal insertion of her own fist. Nowhere near the knee buckling pleasure brought by the love of her life. But a...

Supergirl's Terrible, Horrible, No Good, Very Bad Day

by mlod on Nov 24, 2019
Fan Fiction

XXXXXXXXXXX I enjoy seeing what ideas other people come up with based on this, anyone is welcome to add chapters. I'm going to be focusing my writing on continuing the chapters that get the most likes, as a minimum chapters with 5+ likes get a sequel, chapters with 10+ likes get two and so on. Chapters with the most likes get updated first! XXXXXXXXXXX &quot...

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Voyeur

by Spongmaster on Mar 12, 2017
Science Fiction

She wore the mirrorshades to protect her soul. Megan was behind the camera all the time. She never wanted to be in front of it, never let the lens to peer at her, but she always wanted to be behind it. It was the filter to protect her from what the Pacific Northwest tried to push on everyone. Seattle wasn’t the city her parents grew up in, it was barely the...

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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...

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A trip with your wife

by oxford_stud on May 4, 2020
Loving Wives

You walk behind your wife as she climbs the station steps. On the other platform is the train she will take with me to town and the hotel you booked. One room for us and one for you. She boards the train and finds me. I stand to let her take her seat and you take yours a few rows back. She puts her hand on my arm and we kiss. Slowly, but firmly, and you know...

Pleased to Meet You Ch. 04

by Jackobin on Oct 19, 2020
Mature

[This chapter will make much more sense if you read chapters 1-3 first. This is only my second story here at Literotica. I have posted it in Mature, but it could also have been posted in Fetish, BDSM, or Romance. Obviously, it has a range of themes. Everyone in this story is well over 18.] After her thrashing, the shy widow craves rough sex and her wish is...

My Twin’s Keeper

by zechs195 on Feb 17, 2021
Exhibitionist & Voyeur

Lucy and I were walking back from the school bus and as soon as it was just her and I she became a lot more quiet. Ever since I was put in total charge of her it seemed like she was becoming more and more docile every day which was for the best. For her benefit I never overtly showed my authority while we were in school with the understanding she not put me...

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