Straight Man Begs Your Killing Me First Gay Anal Literotica Stories

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Black Superwoman with Strapon

by Samuelx on Sep 12, 2017
Group Sex

Right now my husband Mario LaRue is screaming like a madman. And I'm the reason why this big and tall Black man is howling like a little bitch. You see, I've got a twelve-inch strap-on dildo buried deep inside his well-lubricated asshole. I call it the Ass Stretcher. And once I fuck you with it, you'll never be the same. The name is Malika Jean-Renaud and I...

A Virginal Challenge

by HeroFizzer on Jan 7, 2018
Transsexuals & Crossdressers

"I keep telling you Jason, no." "But I've been asking for months!" "No!" "Please? I always wanted to pop someone's cherry!" "I swear to god-" "C'mon, Mary, we've been going out for five months now, it's not that big a deal!" Jason and Mary walk the busy sidewalks of This City at night, having just finished dinner. Mary sighs as Jason continues to plead...

Haitian Men Like Strap-ons, Too

by Samuelx on Sep 16, 2017
Anal

Hello, there. My name is Ashley Yonkers. I stand six feet six inches tall, with a rather voluptuous body, big tits, wide hips and a huge, plump ass. My skin is dark brown and my head is shaved. I'm not going to lie. I'm just a plain black woman who weighs exactly two hundred and sixty pounds. I'm not ashamed of it. It's a fact of life for me. No more and no...

Race Play Ch. 04

by Samuelx on Sep 16, 2017
Group Sex

My name is Patrick O'Shea and I'm a tall, red-haired and gray-eyed Irishman living in the city of Brockton, Massachusetts. I'm an accountant and I'm happily married to a tall, blonde-haired and green-eyed, deliciously curvy and big-bottomed Irishwoman named Leila Barnes O'Shea. She's a schoolteacher. My wife and I are swingers and we're very much into race p...

Big White Girl Anal Adventures

by Samuelx on Sep 11, 2017
Anal

I like to fuck fat white girls in the ass. Is that a crime? I don't think so. Especially since so many of them are into it. Right now, I'm in a motel room, rolling around in bed with this sexy plumper who goes by the name of Melissa. She's just the way I like them. Tall, thick, with a big ass and some big tits. I've got her on all fours, fat ass cheeks spre...

Wife's Friends Anal Ch. 07

by Ilovetoeatsperm on Sep 19, 2017
Fetish

My wife comes in the bedroom after our guests left the party. I'm just lying there naked stroking my cock and fantasizing about what they possibly could have said. She looks at me with my huge hard on and says to me "keep stroking because you are going to love to hear this." I slowly massage my cock and ask her to please tell me. She says, "All of them cou...

Marble Holder

by bigdaddymackman on Sep 13, 2017
Anal

As I entered my lover's office building I knew I was early. I would have to hide away in the shadows and hallways until her lunchtime. Her bosses knew her husband and why wouldn't they, 17 years at the same company, there is bound to be a few Christmas and birthday parties together. I walked around a bit trying not to look too suspicious, stopping to pick up...

Blonde Strapons Blacks Ch. 04

by Samuelx on Sep 16, 2017
Group Sex

The man I fell in love with is a six-foot-three, good-looking and solidly built black man named George Constantine. He is smart, funny and sexy. He holds a degree in Criminal Justice from Northeastern University and a law degree from Suffolk University Law School. This fine black gentleman is quite successful and currently works as an Assistant District Atto...

His First Fingering

by missveronica on Mar 18, 2020
Anal

**After receiving some lovely responses over the years to my other anal story, "She Fingers Him," I wanted to write another that includes some prostate love. Although these stories are not connected, you may notice some similarities. I hope you enjoy both.** ***** She can't help the sigh that escapes her as his tongue circles her clit. His mouth is perfect...

Embezzlement Punishment

by HeroFizzer on Feb 7, 2018
Transsexuals & Crossdressers

Deborah Hennessy waited patiently at her desk, going over her finances after having just called her once trusted assistant, Malcolm Gemmell, about the spending he was doing. She put her faith in him to invest her money wisely on her behalf, but after seeing how much he had been taking from her business accounts she needed to finally put her foot down on the...