Gay Anal Gape Stories

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A Birthday Femboy's Night Out (Now Public)

by meris on Nov 4, 2016
Gay

My name is Samantha. I wake up in the morning feeling very excited, today is my Birthday and I have very special plans for celebration. I step out of bed and take a look in the mirror, my dark brown hair gone frizzy from yesterday’s antics. I can still feel that guy’s hand gripping a big handful of my hair as he railed me. I giggle musically to myself at the...

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Black Hawk Down

by Dazman on Sep 21, 2020
Gay Male

Black Hawke Down The winter of 2005 was a barren time, sexually, for me. The endless summer of that year was punctuated by an exciting and sexually adventurous bisexual threesome between work friends that died away with the demise of the company we worked for. Thomas was still around for wonderfully filthy transactional gay sex. When I say transactional, I...

Taking the Big Step Ch. 02

by Shady_Lady on May 1, 2018
Gay Male

When I wrote "Taking the big step" I was incredibly nervous because as a female writer I had no idea how it would be received. To my pleasure (and surprise) it was well received, and based on the positive feedback, I decided to write Chapter 2. This is a direct sequel to 'taking the big step.' Once again, if I got any details wrong, please forgive me. *****...

The Paint Job Pt. 02

by Robert_Furlong on Nov 27, 2017
Gay Male

"You've obviously discussed the other five paintings of the set in some detail," I remarked to my two clients. "Could you give me a rundown of what you have in mind to give me an idea of context." "Okay, so the first is the beautiful composition of us kneeling face-to-face with our erections forming a heart-shape," Stephen told me, before laughing again at...

Slut Used as They Desired

by Penisleeve2020 on Jul 6, 2020
Gay Male

I went to my favourite sauna and after stripping down, adjusting my very tight cocking went to the balcony and smoked some very good weed before cruising. In the maze area there were a lot of men and many were crowding around in the dark watching a couple fucking really hard and fast, I decided to kneel nearby and start fluffing the line until one man asked...

Mystery Master Demands More

by Spreadtoyforyou on May 15, 2019
Gay Male

It had been about three weeks since I had found myself in a hotel room, blindfolded and serving a dick for the first time. Whomever it was that face fucked me, took my anal virginity and left my ass filled with cum had not sent any messages or left any hint as to when and if I'd have another chance to be a cock slut. My work days were now filled with looking...

Elbow Deep Indeed Ch. 02

by Penisleeve2020 on Apr 21, 2020
Gay Male

First Dollars Earnt Two weeks later I found myself being dressed by Miss Lilo as she prepared me for the 3 men from the fist gang-bang. They already paid her for no safe-word night, any hole, bare-back, delivered back to this front door at 10am the next morning, when the neighbourhood will all be free to see. Miss had me dressed as TV slut whore, heavy mak...

My New Best Friend...My Ass

by bisuffolkguy on Feb 12, 2019
Gay Male

My sex life has been pretty bad lately. I've been single for over a year, and even before that, I'd say that at best my sexual prowess would be considered "vanilla" - and that's giving me some credit that I probably don't deserve. Let me give you some back story. I'm a gay man who's doing far less than my dirty mind would like to be doing. Yeah, I've had so...

Massage Clinic for Men Pt. 02

by mastertosub on Sep 14, 2017
Gay Male

John turned partially on his side when Eric introduced himself. When he looked up at Eric he realized that the picture on Eric's website didn't really do the man complete justice. Eric was dressed in a form fitting t-shirt and a pair of silk Japanese pants similar in style to those worn by martial artists. Outlined in the thin material of Eric's pants John c...

Enticed and Humiliated Ch. 17

by FantasizeAndRealize on Sep 14, 2017
Gay Male

Part 17 – Being paid to Provide a Service I was really excited when I woke up. I mean I had butterflies in my stomach. I was going to earn eight hundred dollars! I was also going to be whoring out my body. Just the thought of the degrading way society views prostitution really turned me on! I watched some TV and then forced myself to take a shit, since I k...