Gay Male Milking Stories

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Late Night Hotel Meeting

by 40yrman on Aug 18, 2017
Gay Male

I am a salesman who is on the road often. I have been married for over 20 years. Except for a college "gloryhole" experience at a local bookstore, I consider myself straight. My territory is rather large, requiring hotel stays often. I have recently found myself more and more infatuated with older men, mainly 60 years and older. I have often fantasized abou...

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....

The Hole

by iamacocksucker on Sep 14, 2017
Gay Male

(Message written to an online forum) Hello, gentlemen. I found this awesome forum just a little while ago, and I thought I'd introduce myself. I don't have a real name any more, but I am addressed most frequently as "hole" and "cumdump." Actually, although you can't see it in the picture below, "cumdump" is tattooed on my back. So, about me: I am twenty-fi...

Four Men and a Virgin Ass

by KyleB on Aug 18, 2017
Gay Male

I had been talking to this guy over ICQ for the past two weeks and he finally invited me over for a drink. It was about a half hour drive drown to his secluded house out in Maple Ridge Forest. I walked into his house, which was no problem because the door was unlocked and the handle looked slightly busted, all the lights were off and if he hadn’t invited me...

First Time with Cock

by hottohavefunm on Aug 18, 2017
Gay Male

It all started when I was 21 I am now in my mid thirties and my name is Pete. I was driving home one night and picked up a hitch hiker. He was a bit drunk and was holding a 6 pack. As we drove I noticed he was rubbing his crotch. I had never been with a guy before and was a little curious by the bulge he had in his pants. After a bit he noticed I was looking...

Romeo 02 - Charles

by naughtygaywriter on May 11, 2020
Gay Male

Charles had moved into the spacious two story house two months ago. He was still getting settled. He hadn't had a chance to meet his neighbors, or satisfy his urges with anything other than his hand. He knew he could open up an app and scroll through the headless torsos, the flakes, the picture stealers and ghosters in hopes of finding someone to ride his di...

Adventures of a Cottager Ch. 02

by cottager on Aug 18, 2017
Gay Male

Chapter 2: Cumming in Cannes For those of you who have not read chapter 1. my formative years, of which I can say nothing on here, left me with a penchant for old men, exhibitionism, taking orders, and anonymous outdoor sex. Now I am getting towards being an old man myself I thought perhaps its time to relive the memories and share them with others. On the...

Taken for the First Time Ch. 02

by CandleLit on Sep 25, 2017
Gay Male

Second chapter; thanks to everyone for so much positive feedback! ***** I woke up on a huge bed, slowly stretching out in the warm afternoon sunshine. The rays of the sun were slanting towards afternoon and streaming across me, the bedroom, and Steve's naked form. After our shower we had collapsed on the bed and I had fallen into a brief but sound sleep....

Deep Throat At The Movies

by alwaysreadyfore on Sep 14, 2017
Gay Male

I had walked by the theater four or five times trying to get up my nerve to buy a ticket and go in. My dry mouth and nervousness was getting worst with every passing second. I had heard about this place from the older guys at school. According to them they played dirty movies and guys would watch them and jack off while they did. They also said that if your...

My Oral Desires Finally Come True

by ilike2try on Sep 14, 2017
Gay Male

There had been a few responses to my ad before D's, but there was something about each -- something impersonal and a bit too eager -- that had made me wary about responding to any of them. And then came D's reply. There was something trustworthy in his tone. Patient. Not trying to rush things, but from the start, determined to be sure that I was myself comf...