Gay Shemale Stories

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My Old Pal Charley

by MrSperm on Aug 18, 2017
Gay Male

Longtime reader, this is my 1st literary submission. It is mostly a true story. ***** In my 30s I reconnected w/ an old high school chum on a whole other level. We had been friends on and off over the years, but I never let most people (esp the crowd i went to school with) know that I was bi. Well, an in the closet bisexual cocksucker to be exact. So this...

Wanting a change

by ShaPop on Dec 1, 2016
Gay

John was a good looking guy, but always felt rather generic and lost in the crowd in his home town. He was of average height at 5'10, and at 25 had a trim hairy body with sandy brown hair and blue eyes, he was very much an all american guy. The one place he wasn't average was his cock, which was about 7.5 inches long, quite thick and circumcised. When it cam...

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Adult Video Store

by bisuffolkguy on Apr 17, 2019
Gay Male

So I've come along way since my ass stretcher butt plug and dildo play. I use an extra-large butt plug daily, and have begun aggressively stretching my ass every chance I get. Dildos have progressed to large vegetables such as butternut squash and water bottles like Core and Smart Water. Its amazing with enough lube, you can get just about anything up your a...

Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

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Glory Skills

by glory_first on Aug 18, 2017
Gay Male

Finally finding enough time last Thursday morning and mid-day to run a number of errands, it was possible to finally revisit a newly (re)discovered gloryhole. Going into the porn shop around noon, it was about as empty as during the last visit, on a Saturday mid-afternoon. After paying and entering the long and dimly lit hall, a couple of men could be seen...

Lost Phone Ch. 01

by flictus on Feb 12, 2019
Gay Male

It all started a couple years ago when I lost my phone. I had when I went to church and then I left in the bathroom, when I got back to into church I realized my phone was not with me and that I had left it in the stall. I went back to the bathroom stall and it was not there. I vividly remember putting on top of the toilet paper dispenser. My mind raced I ha...

I Thought I Wanted It Rough...

by LonelyVirgin on Sep 14, 2017
Gay Male

Let me start off by saying I'm straight. I'm very attracted to women, but feel absolutely no attraction to men. When I was younger, I always had a fascination with anal sex. I don't know why, but from when I first started looking at porn on the internet, I was always looking for anal sex. The odd thing was, I wasn't so focused in on the penetration of all...

Delivery Man Gets A Tip

by jayce421 on Aug 18, 2017
Gay Male

Working for a local liquor distributorship you don't get to choose your routes or accounts, and being the lowest man on the Totem Pole you get even fewer options. So when I was told that my new delivery route was in the gay section of the city, I had to go. After a few weeks of getting the hang of where each place was and what times they wanted me to show u...

Thomas's Long Hard Night Ch. 01

by wanderinjoekidd on Aug 18, 2017
Gay Male

He should have never gone to the bookstore in the first place, he should have just went on home to his wife, and listened to her bitch and whine about ... whatever. But, he went, and was he ever sorry now. He had cum in his hair, on his face, in his ass, and he wasn't sure where his underwear or his socks were. And the taste in his mouth was awful! The man...

My First Gloryhole Visit

by Gregjm on Sep 14, 2017
Gay Male

I visited a gloryhole for the first time last week. I was not very experienced as I have only sucked off a few shemale escorts before, and they usually don't cum because of hormonal treatments. But I was quite curious after reading about them on the web. I chose 11:30 on a holiday Friday in a sex shop. When I got there, there were a number of cars in the lot...