Gay Tranny Stories

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Tom Ten Cocks in One Day! WTF?!

by THoward95th on May 12, 2020
Gay Male

Tom -- One Day, Ten Cocks! WTF?! This is part of an ongoing story over multiple Categories with common characters. I'm a slut. But that's not a bad thing. Let me explain. I realized that after the crazy party we had about two weeks ago I loved fucking and sucking; a lot of guys. There were ten of us there and I sucked or fucked about six of them, but not...

Sex Slave on Death Row

by erectus123 on Feb 6, 2018
Gay Male

[Ever been to the slammer? Not a fun place. But one thing is true, there are no minors in state prison, all sex in prison goes on between adults whether they consent or not. Sometimes it gets pretty hot in the pen and the air conditioning is usually broken.] SEX SLAVE ON DEATH ROW-MY PRISON BLUE BALLS Just my luck to end up in the state pen with a cell mat...

Top or Bottom?

by JBancrofts99 on Sep 14, 2017
Gay Male

As curious as I had been about being fucked, I now became more so about fucking another man. Sam had taken my virginity beautifully, but insisted that he was totally a top and would not let me fuck him. That was fine, that was ok, it was his choice, his way, but it did not stop me wanting to find out just what it was like to fuck a guy. Of course I had come...

A 21 Gun Salute Ch. 2

by BiDad on Sep 14, 2017
Gay Male

OH MY GOD!! 10 o'clock in the morning and I've had more sex than any one man could possibly handle. How wrong that thought turned out to be. We weren't even one-third of the way toward our goal. What a mixed bag of emotions. I was physically spent and energized at the same time. Spent from the incredible session I'd just had, yet energized with the fantas...

From Straight to Gay

by jsmjsm on Sep 14, 2017
Gay Male

* I dedicated this story Abbie my best friend * Thanks to maidenrose for editing I have try to keep in line the best i could with the reality sorry if sometimes is not making sense but that's life!! ***** I cannot believe what a journey I am about to write. I define myself now as gay or bisexual because I don't know what the future may hold but let me st...

First Time Fucked Outdoors Ch. 01

by jc1104 on Aug 22, 2018
Gay Male

I put the straw into my mouth, and sucked a mouthful of chocolate milkshake from the cup. It had been sitting long enough that the shake was finally easy to pull through the straw. I looked across from Chris across the booth, and smiled. My morning had started disastrously, but now I was feeling good again. I had something to look forward to. It was my firs...

More Tom with Aaron, Carl, Frank...

by THoward95th on May 15, 2019
Gay Male

I was becoming a cum slut and I liked it. Guys were so easy and straightforward when it came to sex. "Hey, can I suck your cock?" "Sure." I still like women; but they just aren't as straightforward as men. You know what I mean? Anyway, one day my girlfriend Cyndee and I were having dinner and we got into an odd conversation. She asked me if I had ever w...

Straight Guy's First Time

by Str8af on Jul 31, 2018
Gay Male

This is a true story. So, it's been a rough year for me. I ended my almost decade-long marriage, marriage that I had never been happy in. I had spent the past twelve months squabbling in court with my vindictive ex-wife over child support and the custody of our two children. I had a good lawyer, but he had taken me for every cent I had. Doesn't matter. You...

This Thing Called Life Ch. 07

by noodneighbor on Sep 14, 2017
Gay Male

I was having a dream about the ravishing I had taken from Mistress when I noticed two feelings that seemed too real for a dream, one, my ass was burning from the fucking I had taken but it was a good burn, and two my cock was achingly hard and it felt all the world like someone was stroking it. I opened my eyes to a beautiful sight, my cock was being stroke...

Taken at the Toy Store

by dizzcuvery65 on Aug 17, 2017
Gay Male

I was bored and horny as hell. It was another dull Friday night, just after 10pm and no one was online so I decided to drive into town and buy a couple new toys and rent a flick. My girlfriend and I had just broken off our engagement after she found out I was bisexual and I was depressed. My male friend was off with his family for the weekend, so I had plent...