Gay Unexpected Stories

1,772 results
Orientation
Length
Source
Infinite Scroll

My Asian Master: Tested Twice

by Bootlick on Aug 30, 2017
Gay Male

Master was not ready to take me as his slave. He subjected me to two tests. The first was my ability to obey. I knelt. He handed me a black jockstrap, a white handkerchief and a blue cloth napkin. All three were stiff with semen stains. I learned that these items were prepared from the Master's cum by his previous sub. My orders, for the next three days, wer...

Masturbate Fantasy #131

by writedoctor on Sep 14, 2017
Gay Male

Journal Entry January 21st Traveling through southern New Mexico. Mid 60's. Warm enough. Staying at a campground in a rustic log cabin. No frills. I like that. Decent Mexican food nearby. Community laundry and very sanitary facilities. Long hot shower sounds good. Wishing for a surprise guest. I confess journal, I have thought about him. Closing eyes. Rand...

Walking on the Wild Side

by Dawns on Aug 18, 2017
Gay Male

I've always been the type that loves being outdoors whether just sitting, or hiking, or playing football. Keeping physically fit is one of my passions. An hour every other evening working upper body muscles maintains my 5 foot six body at a solid 150 pounds. On the nights in between tens of squats, and leg presses work the leg muscles. I had recently turne...

Going Gay At The After Party

by AndyGarrideb on Aug 18, 2017
Gay Male

My best gal pal invited me to the party at a house across town were her friends lived. They had a projector and had turned their living room into a mini theatre. Mostly I went because Charlotte and I hadn't chatted for ages and since I was only in town for a few days it was the best chance we had to catch up. We arrived together in a cab and as we were walk...

How I Became A Cock Slave Ch. 01

by bearlover1689 on Aug 18, 2017
Gay Male

This story is compleatly fictional. All sex should be safe sex, and sex in public is illegal. ---------------------------------------------- It was nearing my freshmen year of college. I was still 18 at the time, thin with sandy blond hair which grew wildly falling over my eyes. I was sitting at a table in the school library reading my chemistry book when...

How I Found Love in Prison Ch. 08

by secretw87 on Oct 15, 2018
Gay Male

I awakened early next morning. I had a wonderful sleep. Such a soft comfy bed! I laid on my right shoulder, with Jake behind me, his arm wrapped around my waist. Gosh he was so heavy when asleep. I could feel his steady breathing. I could feel his dick and bush at my bum. It felt so soft and cute. I just relaxed and stroked his hand that was wrapped around m...

ENM Intertwined - Jack Pt. 04

by SpecialtyM3 on Jan 22, 2020
Gay Male

Apart from being almost naked, I was having one of the best days of my life. I once took a yacht out on the Caribbean for one of my father's parties and met a celebrity from my favorite movie while eating lobster at the buffet. That time couldn't compare to how I felt when I was with Zayne just doing ordinary things. He showed me how to cook microwavable piz...

Flashed

by Pissdrinker on Oct 24, 2018
Gay Male

This is a brief but true story of a recent unexpected encounter. So I went for a bike ride, it was the dog end of a warm autumn afternoon and there was hardly anyone about. And yes, I rode by the cruising area down by the beach, no one there either. A guy was coming off the beach, a jogger. We gave each other second glances but I thought he was checking to...

Unexpected Swimming Lesson

by Submissiveness on Aug 18, 2017
Gay Male

It was a hot day, scolding hot, really. I'd been on literotica reading first time gay stories. It's a fantasy of mine but not one I was expecting to see come true that day. I decided not to be a lazy bum all day and go swimming. I don't really like going to the pool. They make you were these tight, short, swimming trunks, and for a fat guy like me, those don...

Haitian and Male in Canada Ch. 02

by Samuelx on Sep 17, 2017
Gay Male

Bernard Lamont here. When we last spoke, I was telling you about my sexual adventures as a big and tall, openly bisexual Black man of Haitian descent in the city of Toronto, Ontario. Life is okay these days. I've adjusted to Toronto really well, though I still miss my old stomping grounds in the city of Brockton, Massachusetts. The city of champions will alw...