Gay Surprise Stories

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Surprise!

by paladin1954 on Apr 3, 2018
Gay Male

It never occurred to me that I was doing anything wrong. I had always been a tease and I would continue to be until the day I died, but my good friend knelt at the edge of my bed, crying his eyes out and I felt really bad about it. I knew there really was nothing I could do to satisfy him. There were no options in my plan, but for some reason I felt pity. "...

Surprise Encounter Ch. 03

by Bottom_up on Sep 15, 2017
Gay Male

So while we were fishing Jim and I puzzled over what and how we would tell our wives about our totally unexpected, uh...adventure. We also slowly came to the conclusion that while we definitely were not interested in chasing men, we also definitely were up for a rematch and whatever label that put on us was OK. By the end of the day I also told Jim that I...

Surprise Sexual Awakening

by JJ79cbab on Sep 14, 2017
Gay Male

The hand woke me up. Moving gently up and down my side as I lay in bed. I was groggy but it felt good. Was it my girlfriend? No, I didn't have a girlfriend, I hadn't had one for months. I thought I had gone to bed alone but now someone was in here with me, touching me. I wanted to turn over and see who it was but I was enjoying the feeling too much, especial...

Surprise at Rogerson Shopping Mall

by Robert_Furlong on Sep 14, 2017
Gay Male

I'd agreed to meet my son Jake in Leeds city centre one Saturday afternoon. He was in his second year of studying at the university there and, as I had most of the day free, I thought it would be nice for the two of us to meet up for a coffee and chat. I was picking my friend Guy up at seven for one of our regular evenings of Sky Sports and beer (followed,...

Surprise, Surprise, Surprise

by Tara_Neale on Aug 17, 2017
Gay Male

Micah watched the door nervously. 'I shouldn't have done it,' he thought. Two weeks puttering around a vacant apartment while all his roommates were away for the Christmas holiday had been too much. It had been a sex starved one man orgy of gay porn and masturbation. But even when he came eight times in a single day watching the crap, it was not enough. He m...

Surprise! I'm Gay & I Love It

by creamstick on Sep 14, 2017
Gay Male

Carl is the type of black man that white women fantasize about having sex with. He's tall, muscular, very dark skinned, 36 years old with a shaved head and strong African features. I am a tall, slim 48 year old white guy who looks much younger than his age. I met Carl while playing on a local softball team. We quickly became friends and fell into the habit o...

Surprise on Business Trip

by Jezuzkrist on Aug 18, 2017
Gay Male

I was in Dallas on a business trip, it wasn't in the best of neighborhoods, but not the worst by any stretch it was actually more of an industrial district, mostly factories and warehouses, but an occasional hotel or burger joint. I was staying in one of those hotels, not a bad one either. They had clean rooms and a well lit parking lot. One of my employees...

Surprise Fuck at the Pool

by subbyboy69 on Aug 18, 2017
Gay Male

This is a story involving gay sex. It is fictional, however it is inspired by events that have happened in real life. All characters are above the age of 18. ***** During my first summer at College I decided to stay there for most weekends to keep up the part time job I had got while studying for my BA. I was moving on up in the small retail store I was wo...

Surprise at the Door

by Luckystiff2112 on Aug 18, 2017
Gay Male

This just happened to me today! But it all started last night. My buddy came over and we sat around shooting the breeze; took a ride in his hotrod- a '69 RoadRunner! Way cool! We came back and proceeded to get pretty drunk. So I fed him, gave him some water to sober him up some, and then he left. I was home alone now. My wife is away for the weekend, and wh...

Surprise a Monster Dildo in Video Booth

by slideinmya on Aug 18, 2017
Gay Male

I was at work horny as ever thinking about how a great a nice hard cock would be fucking me hard in the ass. My ass was ready I had already been playing with my ass in the bathroom and just couldn't get enough. I finally decided I was just going to have to go and get fucked. I had been to the this Adult Video theater several times before and can always fin...