Oldest Gay First Time Sex Stories - Page 6

For the record, it was not the military academy, the one located over the Hudson River outside New York City, but it was a military academy. As this is a work of fiction, it matters not which one it was, but if there are other graduates of this institution, they might recognize the location based on some of the incidents.
3 897 words 4 mins college & military straight men  twink  teen

I felt my prick head hard against, Tony's, warm and moist in the grip of his Smoothly stretched flesh. His hand, big and tanned, its back covered with a lot of black hairs, took our flesh connection in a firm grip and began to glide his skin back and forth on my cock.
3.3 2851 words 13 mins college

I was sixteen when the boy in question moved to this neighborhood. He was a keen footballer and spent hours on the field which is conveniently outside my house. I'd never really payed him any more attention than the rest of the boys that frequented the pitch. I think he was left out by the other boys probably because of his race. When he practiced he did it alone.
4.6 3006 words 13 mins athletic

I was 20 years old, 5'10" and weighed 160 pounds. As most young men, I was horny all the time. I had already been to a cinema that played gay movies several times. However, I felt that just a hand job through a glory hole was not enough to still my senses anymore. I needed to see and experience more.
4.2 8749 words 39 mins encounters

Joe, a farm boy, had over slept and it was now 6 O'clock. His daily work was suppose to be done by 5:50 which included feeding and milking the cows, getting the eggs from the chickens, and cleaning the barn. He was supposed to get these chores done before he left for school at 6:10.
4 3969 words 18 mins farm

I have a very imposing football player build, am a flawless dresser, blue eyes, dark brown hair with blonde highlights and tan olive skin. Anyway, I had my heart broken by my high school sweetheart about four months before the event I am going to be telling you about. She was my life, my little angel. I had hurt her to the point that she needed to leave me and I could not blame her.
3.3 2915 words 13 mins friendship

I am in my mid 20's and had recently been living in the Washington, D. C. area. I just finished graduate school after putting in many years of hard work, and I had received a great job offer from a company in the mid-west. If I accepted the offer, my salary would more than triple. With this offer, I could start to feel my career taking off. The trip would change my life in more ways than one.
3.9 3817 words 17 mins encounters

I had gone to a movie on campus earlier that evening with a couple of fraternity brothers. After the movie, I'd stopped at the bar in the fraternity house basement for a couple of beers, then headed up to my room. Since I was a fraternity officer, I had one of the few singles in the house.
3.6 3775 words 17 mins college

Never, over the entire year. So many of those strong, sex-smelling men. I couldn't see, possibly, how I could have passed that entire time without ever touching one of my hall-mates. Or how nobody had ever come to me, maybe hinting or asking, EVEN ONCE! Some hot man, someone I had so many times really wanted to clutch: I was absolutely dying for his approach.
3.9 6176 words 27 mins college

Traffic was so light, that it didn't exist at that time of night, and it was starting to sprinkle rain, with flashes of lighting illuminating a heavy bank of clouds told me it was about to do more than sprinkle. There was nothing I could do but trudge along on the verge of the highway, and hope for the best. I was tired, and decided to try to find some cover to get some rest.
3.8 3293 words 15 mins beginnings & encounters