I received my first gay massage right after graduating from college. In college I had occasionally gone to sex shops and video arcades in town, where I would masturbate and watch other guys masturbate. In retrospect, it must have been super hot for the older guys at these sex shops to watch this young college guy jerking off for them! (I’m a decent looking guy, nearly 6 ft tall, solid 6in cock)
Anyway, I’m bi, with a general preference for women, but I do occasionally get horny thinking about men. The local newspaper used to have an advertisement in the classifieds that read “male masseur searching for male bodies.” This was early days of internet and there was no phone data, so I went to a pay phone and called the number in the ad. The guy picked up and I asked him what he meant by “in search of male bodies.” I was fairly naive then – probably 22 at the time – but he said “why don’t you come over and I’ll show you.”
So I went over to this guys house, in some suburban neighborhood in the town. I was super nervous – had never actually been touched by another guy sexually. His house was a generic ranch, maybe 2 bedrooms.
The guy who greeted me was wearing a black tank top and black cotton shorts. (I don’t remember his name or anything else about his looks, except he was white and of an average build maybe in his 40s).
He led me into the room with the massage table and I asked him if I should get undressed. I think he left to give me some privacy and then I hopped on the table. The table had a heat pad that I lay face down on top of and I think it vibrated gently as well, the vibrations moving from bottom to top.
He began massaging me and at some point he began playing with my ass. At the time, I never lasted very long – I had dated a girl and would always cum super fast when we fucked. So he is playing with my ass, and then I feel him spread my cheeks and he goes in and begins tonguing my hole.
The vibrations on the table, heat and his tongue were too much and I came right there on the table. (I don’t know if he could tell).
Eventually he has me roll over again and I am again hard. He massages me some more and then bends down and begins sucking my cock. I am super nervous about STDs and so I ask him to stop which he does, kind of smiling at me. He then takes my cock in his hand and with some massage oil begins to jack me off.
I was too nervous to reach out to him and grope his cock, but I remember seeing his bulge growing in his pants. Eventually, and probably quickly, I came again. He offered to let me use the shower which I did.
In the shower I dropped the soap with a thud and he knocked on the door to ask if everything was ok, and I told him that l was fine. I also remember walking by the doorway to his bedroom where there was a nicely made bed waiting. I imagine he could have taught me some other things that afternoon, and I have always wished that I would’ve pulled off his shorts and enjoyed the moment.
Now that I am older, I of course wish I could fool around with college age students, both men and women. He was a lucky guy that day. I think I paid him 60 bucks and left.
Source: reddit.com/r/gonewildstories/comments/hut535/first_gay_massage_mm