Anal Play Stories

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The Afterparty

by Cloontang1 on Sep 26, 2017
Group Sex

The party was over. Almost everybody had left, leaving you and five of your friends alone. Aside from you, there was Miranda, Nicole, Sarah, Matt, and Tom. You've had a crush on Miranda since as long as you remember. She was perfect in your eyes. She had beautiful brown and you would love to run your fingers through it, or... lace your fingers in it as her h...

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Hot Massage

by william125 on Sep 26, 2017
Transsexual

It's been a busy day at the spa. You decided to stay on working at the spa in your university town over the summer break rather than move back in with your parents. The spa offered an excellent training program for new starters and you found you were a natural. You quickly went from collecting used towels to massaging regular clients. As you wash the oil fro...

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How to Enjoy Anal Sex

by MayhemLass on Sep 11, 2017
How To

Judging from the popularity of this category and the myriad of responses I received from the two stories I have in this category, I have come to the conclusion that the misconceptions and preconceived notions respecting anal sex are legendary. My impression is for the most part that a lot of men want it and a lot of women are horrified at the very thought. G...

Joan Takes Charge Ch. 04

by cynthiablaine7 on Aug 12, 2019
Fetish

[This story is part of a series, and you likely will enjoy it more if you read the earlier chapters. However, that is not mandatory, but it does involve incest, bodily functions and spanking, as well as other fetishes. If any of this offends you, please read no further. All characters are 18 or older.] ***** Joan thought about the episode with her brother...

A Woman Who Loves Anal Sex

by Samuelx on Sep 1, 2017
Group Sex

My name is Alicia London. Just your average woman, really. Alright, I lied. There's absolutely nothing average about me. Never had been. I guess that's why the dudes like me. That's cool because I like them to be. Who wouldn't like me? A six-foot, statuesque, large-breasted, thick-bodied, bow-legged, wide-hipped and big-bottomed woman with jet-black skin and...

Crossdresser's First Anal Orgasm

by ksha on Sep 16, 2017
Anal

A young man still experimenting with his body, found a new fetish he enjoyed quite a lot. He found the joys of anal masturbation. He had heard rumours of an orgasm so wonderful it would leave you shaking afterwards. He was in search of his very first prostate orgasm. This is the story of the first time this young man would discover the joys of prostate pleas...

Anal Sex Made My Butt Bigger

by Samuelx on Sep 12, 2017
Anal

My name is Stacy Stuart, also known as Big Booty Stacy. I live in a small apartment in Brockton, Massachusetts. I was born in Brockton on November 9, 1978. I'm a Scorpio woman, for you Astrology buffs. I went to Brockton High School where I played Soccer and Softball, and later attended Massasoit Community College, where I earned my Associate's degree in Cri...

Reggie and Muffy's Anal Role Play

by andtheend on Sep 12, 2017
Anal

Reggie finally gets down and dirty with Muffy's ass. * It was hot, the kind of hot summer weather in Jackson, Mississippi that you don't want to do anything but sip a cold drink. Even farting takes up more energy than you'd want to expend. "Willie! Did yous just fart?" "Sorry baby, Ids trieds to holds it in, but it was one of those silent but deadly fart...

Hanson House Ch. 04

by mjar65 on Sep 12, 2017
Anal

Amanda presented herself for her first class in "anal" feeling excitement and trepidation. She'd thought about what the instructor had told the students at dinner. Being trained to serve a dominant with her bottom was important. Amanda was determined to master this skill because she knew she'd want to be able to serve and please in every way possible. Still...

Nude Day-A Pervert's Anal Field Day

by SuperHeroRalph on Sep 16, 2017
Anal

This is a Nude Day contest story. Please vote. With a little ass play, a naked man finds love from behind with a naked woman on Nude Day. * When she felt my cock nuzzle her ass crack, she leaned back and rhythmically, slowly, and gently humped me to the beat of the music, while I rested my hands on her hips and swayed with her motion. Oh, yeah, she was a...