Oldest Gay Friendship Sex Stories - Page 23

One was with Gordon, who was ten years younger than my 63 years and lived in Hawaii. We'd found each other interesting because we both have long thick foreskins covering our shapely helmet heads, and we'd cyber-jacked together many times, to our great joy. When Gordon told me he was coming to the mainland, we arranged to meet.
3.4 3055 words 14 mins

I don't think I've ever seen a couple as much in love as Duke and Doris. I was so jealous of their relationship. It was the kind of thing I wanted for myself, but never seemed to find. Maybe I was incapable of love. I had dates, of course, but they never seemed to go anywhere.
3 4562 words 20 mins

This was the year of my first such experience, which began while I was engaging in one of my favorite pastimes, crotch-watching, and trying not to be noticed peering. I was in the company cafeteria, reading a book while eating lunch, occasionally raising my eyes to look at a crotch walking by me.
2.5 2486 words 11 mins

The damn things were driving me crazy. I'd tried everything from bug spray to those newfangled emitters that you plugged into the wall outlet for supposedly 12 hours of protection and blissful sleep. Nothing had worked as it was supposed to. I had bought an old fashioned fly swatter, and now turned on the light in my bedroom, and reached for the wire handle on my night stand.
3.6 2744 words 12 mins beginnings

He worked for some sort of corporation, not sure exactly what he did, but he ended up becoming really good friends with his supervisor. His supervisor's name was Jeff Williams, who became a close friend of the family, always coming over to eat dinner, or go on a fishing trip with me and my dad, and other things. He was a really nice guy and successful too.
3.3 2978 words 13 mins

I had a great teacher. I had known Jack from college. We were in many of the same classes. He was openly gay, and at the time, that was a bold statement to make. I had fantasized for years about having sex with another man, and had gone to adult bookstores and jerked off watching the gay films, but had never had the courage to go all the way.
4.4 2840 words 13 mins

He was a mid-twenties African-American slacker who wanted to be an underground cartoonist. I'd gotten him a little work at the Ad agency I worked for. He could draw really well, but things were slightly 'off': angst-ridden faces wouldn't do for a story board with Sharon Stone exhorting us to buy Crisco Oil.
3 2769 words 12 mins

This was a year after we graduated from college and a fraternity brother and his wife decided to have a bunch of us over to their house. I had to share a bed with Jim and I had nothing against it, because I wanted to share more than a bed with Jim.
3.1 2650 words 12 mins

Only two days before, Carl's girlfriend had broken with him, and the black mood of the host was spreading to the guests. This was not a joyful party. Pete had mixed feelings. He had a bad crush on Carl. He had just gathered up his courage to tell his friend that he was gay (the rest would depend on his reaction) when he announced that he and Joan was an item. Then there had seemed to be no point.
3.1 1844 words 8 mins

As Roger and I had planned this meeting a week ago, I had avoided orgasm since to build up a load of sperm because I found my climaxes always more intense and satisfying when I had a large backlog of sperm to release.
2.8 2943 words 13 mins