Gay Embarrass Stories

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So Embarrassed

by Kent100 on Aug 18, 2017
Gay Male

This is a true story that happened in my very early twenties. I have always been a little oversexed. Maybe not a sex fiend, but I always loved men's magazines and pornography, even when I was in my early teens. I think the reason I was so oversexed was because I am pretty well endowed, about 9" cut and very thick. Women have always told me that I have one o...

Naked Embarrassed Tom Ch. 03 - The Guys Skinny Dip

by tosoaronhigh on Dec 30, 2017
Gay Male

Kevin pulled up in front of Tom's house at 8:15am, late as usual. Tom was already waiting outside and jogged down to car, giving Kevin a hard time for being late as he jumped into the front seat. Kevin let Tom get it out of his system, asking if he was done, to which Tom replied only with a grin. Kevin then told Tom that today was a 'NET' day, and he was abo...

Naked Boy College

by LKFinStar on Nov 3, 2020
Gay

Welcome to Nathan Boyd College! At this esteemed institute of higher learning, we are dedicated to helping our students thrive academically and preparing them to change the world. Now, this college is quite different from many others. As a private institution, we have long been an all-male school, both in our student body and faculty, and continue to be so....

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Small One

by standingstones on Sep 14, 2017
Gay Male

I have always been embarrassed because I had a small dick. I would always read these stories that said an average man had a six inch cock. I would look down between my legs and shudder. I was lucky if I had four inches down below. I was always afraid women would make fun of me when I stripped down. In fact, once it did happen that way. I was still a virgin...

Naughty Boy Ch. 02

by fantaseeboy on Sep 1, 2017
Gay Male

I'd always been embarrassed and ashamed of my body. I suppose I had an image of what a guy is supposed to look like in my head, and that isn't me at all. I had to look up at nearly everyone I'd ever known. The first time Sam picked me up in his arms he laughed and said I couldn't weigh more than a buck soaking wet! Well, that's not quite true, but it's close...

Come Me Mr. Sax Man Ch. 05

by sr71plt on Sep 25, 2017
Gay Male

Trent was almost embarrassed about how closely Buzz held him both as they waited for the tender to go back to the ship and while they were on it. It was barely 2:30 in the afternoon when they got back on board. The tender platform was on deck one, so they didn't climb stairs or take an elevator to get to Buzz's cabin. Trent initially was a bit worried when h...

The Vacation House Ch. 29

by 1Puck1 on Oct 11, 2017
Gay Male

I feel so embarrassed, how could Tag have known I was here? Things had gotten totally out of hand once I had realized that I was being played the fool and our three workers had more in mind than simply cooling off and enjoying the freedom of a week's sweat to be washed away by innocent fun. God damned, I must have come across as the biggest idiot in the wor...

I Hate My Master Ch. 17

by maxpotter on Jan 16, 2019
Gay Male

It was another embarrassing ride. I was feeling Timmy up and begging to be fucked. I unzipped my pants and humped the air. "I need you to fuck me so bad Daddy." I could see the driver grimacing, but he didn't say anything. Timmy ate it all up, all my submissive horniness for him. I had been ordered to be the best date, so that meant I was going all over him....

Office Hours Ch. 02

by IndianaRealLife on Sep 1, 2017
Gay Male

Walking home from professor Summers' office was one of the most embarrassing, humbling, humiliating and EROTIC experiences of my life. It was about a 25 minute walk through the south end of campus to my dorm and I was wearing only a short pair of blue mesh shorts which I had sweated through and used to wipe up multiple loads of cum. Professor Summers had kep...

Richard and Johnny Ch. 01

by bjmichaels on Aug 18, 2017
Gay Male

"Johnny, I know you're embarrassed and confused by your feelings, but all I'm asking is for you to do for me what you did for a complete stranger...I'm going to turn off the lamp—sometimes it's easier to find courage in the dark," he said then reached over and flipped off the only light in the room. He put his arm around me and stroked my shoulders. His oth...