Anal Virgin Stories

1,000 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com

Anal Virgin

by Zachs_dreams on Sep 16, 2017
Anal

Lauren examined her body carefully in the mirror. Tonight was special and she had to look perfect. She ran her hands gently over her round breasts, pausing to linger on her hard nipples. She continued moving her hand south across her flat stomach and into her soft and smooth pussy searching for her clit. It was easy to find because it was already swollen fro...

Anal Virgin

by Cindygrl72 on Sep 16, 2017
Anal

Molly and I sat there waiting for Dennis. He was a friend of hers. Well, more like an acquaintance. He was roommates with her boyfriend, John and her boyfriend had asked her if she knew any young girls...Dennis like young girls. Even though I was in a relationship at the time, she instantly thought of me because she knows I love older men and would never pas...

Anal Virgin

by dr_luvs_shaving on Sep 16, 2017
Anal

This is a romantic story of how I helped an ex-lover fulfill her desire to have anal sex. I am a businessman who in the 12 years since graduating from college has started and built and very successful business. Part of my success comes from my willingness to travel over 50% of the time. This schedule allows me to stay in touch with friends and old acquainta...

Anal Virgin

by DaddysGrl on Sep 15, 2017
Anal

Molly and I sat there waiting for Dennis. He was a friend of hers. Well, more like an acquaintance. He was roommates with her boyfriend, John and her boyfriend had asked her if she knew any young girls…Dennis like young girls. Even though I was in a relationship at the time, she instantly thought of me because she knows I love older men and would never pass...

Anal Virginity

by YourhotLilgirl on Sep 1, 2017
Anal

"It would hurt so bad." Vanessa told me. " I mean that's an out hole not an in!" "I guess." I said "But… she likes it." I finished pointing at a picture online of a blonde girl with her ass in the air and a large vibrator inside of it. "That picture probably isn't even real." She said, "You know all the shit they can do with pictures on the Internet." "I...

Anal Virginity

by bitterandtwisted80 on Sep 13, 2017
Anal

**Names have been changed... I'll leave it up to my readers to decide whether or not this ever truly happened...ax Cindy moaned softly as Dane slipped two fingers inside of her. She felt the familiar ripples of orgasm overwhelm her senses, body tightening around his digits, juices dripping onto his hand. She stood there, rigid as his fingers worked their m...

Heather's Virgin Ass

by NiteWriter on Sep 26, 2017
Anal

This story is intended for adults 21 and over only. If you are offended by graphic descriptions of a sexual nature, please don't read this or download it. If this is illegal wherever you are reading, stop now. * * * * * Over the past few weeks my secretary Christine has been telling me about a girl she met at a dress boutique. She stopped there one night t...

The Meeting

by virginschoolgirl on Sep 12, 2017
Anal

Author’s Note: This is a true story, but I’ve not used names to protect ourselves. Please send reviews! If you'd like to post this elsewhere, obtain permission from me first. I'll probably say yes. **** We emailed and talked on the phone many times before meeting. It was decided that we would meet at an upscale hotel in a city halfway between our houses....

Virgin Records

by suburbanlove on Sep 14, 2017
Anal

Mia watched herself in the mirror as several pairs of male hands smeared baby oil all over her tan body. The guys took full advantage of pulling on her high bouncy tits and grabbing handfuls of her round sumptuous ass. They admired her petite frame and long chocolate locks that hung in loose curls down her back. Mia was probably much too beautiful for what s...

BBW Anal Virginity Auction

by Samuelx on Sep 12, 2017
Anal

My name is Adriana Ellen Wellington. I'm a student at Blackstone University in the city of Newton, Massachusetts. Life these days couldn't be better. I mean, I'm attending one of the best schools in the world, and it's all for free. The benefits of being a student-athlete at a major school. I'm a member of Blackstone University's all-new Women's Varsity Wres...