Gay Surprise Stories

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First Time with My Indian Fuckbuddy

by everydayboy on Aug 18, 2017
Gay Male

I'd been talking to various guys on MSN Messenger for a while, and had even met a few for sex, though it was always only ever the one meeting, normally at my own flat but occasionally me traveling to their place. One guy in particular I had started chatting to was an Indian guy called Nav. We'd been chatting for a couple of weeks and the chat had started get...

My Hot Uni Roommate Ch. 04

by CreamStuffedTwink on May 21, 2019
Gay Male

Previously: I also decided to try to have something ready for him to eat when he returned. I wasn't sure if "something together for dinner" meant pizza or a restaurant or leftovers or something else, but I suddenly felt like doing something sappy like cooking a meal for him was just what I wanted. I have a boyfriend, I thought to myself as I dried my hair i...

Business & Pleasure Ch. 01

by nero957 on Sep 5, 2017
Gay Male

Chapter 01: My First Time I have read several stories about first time encounters and realized that my first time was both interesting and maybe intriguing reading for others. I was 39, happily married with 2 children and in a very hectic business world. While I had thought of encounters with men, it was always just a fantasy. In the sports dressing rooms,...

Putting Myself Through College Ch. 11

by RobXXX on Aug 30, 2017
Gay Male

With the spring semester complete, school was out for the summer, I now had three months with no papers, tests or required reading. I was happy that I had been able to maintain such good grades over the past semester, considering all of the turmoil in my life that took place prior and during the semester. I had signed up for my fall classes on the first day...

Warm Mouth of a Friend

by LateNightWriter on Oct 15, 2017
Gay Male

The surprise I felt that his dick was as enormous as it was, was second only to my surprise of his willingness. I had known Jacob since we were kids, he always seemed so interested in women, seemingly talking about and chasing them at every opportunity. Now, as we lay in his bed kissing, he seemed as though he couldn't let me in his pants fast enough. Not t...

Taken by Paul

by cckready on Sep 3, 2017
Gay Male

Our eyes lock as I run my hands up his smooth dark rippled body. His steady slow rhythm coaxing me into a trance of deep enjoyment. He moves in and out of me in long strokes as I feel his muscled chest with my hands and I'm amazed by his strength and confidence. He starts to slow his pace a bit and stares deep into my eyes. He lets out a low moaning sigh a...

A Surprise at the Party

by tomguy12345 on Oct 8, 2019
Gay Male

Editor's note: this story contains scenes of incest or incest content. * I admit I'm a bit of a slut, always cruising public toilets and using sex apps. I never get enough sex. I guess i take after my dad. He's a hell of a player. I know he sees women behind my mother's back, and I'm following in his footsteps... even with a boyfriend I'm getting my dick...

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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Sex Shoppe Surprise

by susansnow on Aug 18, 2017
Gay Male

I work at a local sex shop and I love it. I get the opportunity to see people at their most vulnerable; I get to help people fulfill their fantasies. Some I get to help with their selection. Last week, a young buck came in wearing a hooded sweatshirt, his hands placed snugly in the front pockets. He was nervous, pacing around the store and sweating bullets....

Teacher's Pet Ch. 05

by Goldeniangel on Sep 14, 2017
Gay Male

Author's Note: This story contains both oral and anal gay sex. Enjoy! =) -------------------------------- When Cory came back the next afternoon, he wasn't as surprised this time to find Sam there too... it did surprise him a little that both Sam and Mr. Peterson were both just sitting there waiting for him. But he was welcomed with a warm smile from his t...