Anal Stretching Stories

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Violet's Anal Training

by Powerone on Sep 25, 2017
Anal

Michael sat in the chair as she entered. Powerone had described her perfectly, long black hair, green eyes, pale skin, very small hands and fingers, DD breasts and small hips. She had a gothic look to her, the black clothes standing out dramatically to her white skin. "What am I doing here?" Violet questioned, but she already knew the answer. Powerone had o...

A Proper Young Woman's Guide to Anal Etiquette Ch. 10

by lordodie on Sep 18, 2017
Anal

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...

Wife Tries Double Anal

by Mads on May 15, 2019
Anal

All night I had been teased. Pics of her masturbating, fingering her sweet pussy. Penetrating herself with the dildo and, finally, the mirror pictures, with the large fleshy dildo buried in her tight ass. I'd been ready to blow five, six hours ago, even before those pictures, but they took me to a whole new level of turned on. The pictures alone would've e...

Loopholes Ch. 02

by ZenZerker on Mar 7, 2018
Anal

Author's note: 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! ***** Even though he didn't attribute any strictly transcendental meaning to it, Sunday still felt somehow sacred to Nick. It was the day when he allowed his lazy side free rein, the mornin...

Anal Scourge in the Hood

by Samuelx on Aug 30, 2017
Group Sex

I have a confession to make. I like to make people suffer. Most of them have it coming. Call me a sadist or whatever. It's simply my hobby. John is my name. Just call me the Anal Scourge. I'm a big and tall, wealthy and powerful Black man who likes to have his fun. Have you ever humiliated someone? Completely destroyed them? It's something I do everyday and...

Her Favorite Anal Tease

by EclecticDiversity on Sep 16, 2017
Anal

He sat in the chair, naked except for a leather cock-ring that separated his balls, holding onto this thighs, so that his ass was totally exposed and puckered up, waiting for her kiss. She was in her endless teasing mode; as much as he loved it, she needed to do this more than his desire. Annie was 5'4", 38-25-37 and the most natural of Redheads – Nature's M...

Anal Adventures

by rockhard231 on Jul 10, 2019
Anal

Nothing makes me orgasm harder than when something's in my ass. I'm not picky. A butt plug, a dildo, my own fingers, a pen. Whatever I could find, I'd use to stretch my hole and get myself off. Even thinking about stretching my asshole made me wet. I loved everything about it, the slight discomfort, the pleasure, enveloping around whatever object it was. It...

The Chair

by Marabunta on Sep 15, 2017
Anal

I get home a little later than expected but none the less home! The house is quiet as I walk in, lights dimmed and faint music in the back ground. I knew I was in for a long night as I was warned not to be late. I was sure you gave me these deadlines knowing I would never be able to make them, yet every time I agree. I make my way through the house to the be...

Basement Fun Room Pt. 01

by codecmedia on Sep 12, 2017
BDSM

I spent several weeks working in our basement, creating our own fun room. There already was a small room build at the back of the basement that was perfect. About 12 foot square and no windows, this would be the perfect place for me to design and furnish a room dedicated to kinky sexual activities. Once everything was set up, I asked my beautiful wife Nica i...

The Red Bikini Granny

by goodyearman on Oct 14, 2017
Anal

Introduction Up to now, all my stories have been fact-based from my earlier life. This is my first attempt at pure imagination. All characters (or websites) are fictional, any similarity to real persons, living or not, are purely co-incidental. ***** Gerry was bored. Bored with his job, bored with his succession of girlfriends, even bored with his compute...