Gay Cherry Stories

1,309 results
Orientation
Length
Source
Infinite Scroll

Fire Island Vacation

by Dawns on Aug 18, 2017
Gay Male

Darrel and Tom walked along the trail through the sunken forrest on New York's Fire Island. They had both wanted to be there with a companion since long before they met at one of the city's more popular bars. They had been dating by now for six months. Together they enjoyed Broadway musicals, chick flicks, dinner at high class restautants, dinner at small...

Mansex Again, 25 Years Later

by UnderMyKilt on Aug 18, 2017
Gay Male

I had a long-term relationship with a bi friend from my early teens to early twenties. Our relationship was a closeness, and even love, that went well beyond what some would call "youthful experimentation", or "follies." Mind you, I love women, and love my wife, but for 25 years, and through two marriages and three kids, the thought of that "giddy man sex fe...

Outrageous Cum Sucker

by Alluring_Crimson_Shifter on Aug 31, 2017
Gay Male

Ricky was on the way back from the Adult store. His cock was already heavy from the conversation with the clerk, and he was anticipating watching the adult movie DVD. For a moment he hesitated, then called his best friend Greg. "Hey Greg, what are you doing right now, I just got another movie. It is supposed to be good. Why don't you stop by so we can watch...

Brother/Sister/Slave

by brownmonkk on Aug 18, 2017
Gay Male

Brother / "Sister" " TML", November. 1970 A Monk's monk or two virgins in the monastery; "Good loving & Good Scourging "Sissy" does her magic. WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I was a 20-year-old virgin and had fantasized about lots of women. I distinctly remember...

Bicuriousboy4now

by November Echo on Aug 18, 2017
Gay Male

I looked at my reflection in the mirror, and smiled a nervous smile. I had just had a quick shower and shave, and now I stood looking in the steam-frosted mirror, wearing my Hunter Green terrycloth robe. My cock was hard as I thought about what I had just decided to do no more than fifteen minutes ago. I had always been curious about being with a man, but of...

Daren and Robert on Fire Island

by alphafan on Aug 18, 2017
Gay Male

Robert and I are buddies. I guess you could better say we're buddies with benefits. Although we aren't exclusively involved and don't live together or anything, we do enjoy doing a lot of buddy things together and particularly enjoy 'getting together' on occasion. Robert and I first met at a gym in Chelsea soon after we each had arrived in New York. We bo...

My First Time

by biboy13142 on Aug 18, 2017
Gay Male

My first time was the result of a long building desire to have sex with another man. It was also the result of my girlfriend of three years. To start out, myself and Shea had been together pretty much since I was 17 years old and she was 15. I was 21 at the time, and I was going to a wedding of a family friend I had known for a while. Now for the backstory...

Anonymous Hotel Facefuck

by DWMDenver on Aug 18, 2017
Gay Male

It was 2 o'clock Sunday morning. I leaned against the Silver Bullet (the old Chevy Cavalier that I inherited from my grandmother) puking up cheeseburger, Rolling Rock, and the cum of the anonymous financial advisor from Phoenix I'd just blown at the Cherry Creek Marriott. All I had wanted when I came home sweaty and horny from the gym, was a quick hookup to...

The First Time Again Ch. 02

by OldAndNew on Aug 18, 2017
Gay Male

I was sitting in Stumpy's place, sipping on my lite beer at the bar when I felt a body press against my back and a hand on my right shoulder. The other hand slipped up under my shirttail (I always wear a square tail sport shirt with the tails hanging out.) and found my left nipple. I almost jumped out of my skin, but of course I didn't want to miss a chance...

How Life Changes Ch. 03

by bigskyben on Aug 18, 2017
Gay Male

I called Jason a couple of times while I was home in Montana. We made a date for the first Friday night I was in town. Jason said he had a surprise for me when we got together. I said I was looking forward to it. I picked him up at his apartment. Jason had a small overnight case with him and he placed it in the back seat. I did not ask what was in it or wha...