Many years ago, I had a guy contact me on gay.com or AOL chatrooms. He had found out that I had a pierced dick and he wanted to be fucked. My profile didn't have any pics and he never asked for any. His profile only had a few body pics, I could tell that he had a lean muscular body and quite a few tattoos. His profile mentioned that he went to the gym 3 times a week and that he was very masculine. Keeping with my anonymous fantasies, I told him that I would only play with him through a gloryhole (this is back when I went to the adult bookstores many times each week). He agreed because he didn't want to send me a face pic.
We ended up hooking at the adult bookstore about 10 times in a one year period. He did have a nice body, but I thought the sex was just so-so. I did really enjoy the anonymous part of it and that really turned me on. That is the reason I kept meeting him.
One day, I got a message online from a different guy. This guy had his face pic in his profile. He asked me if I wanted to meet him. His face pic was okay, but the rest of the profile was blank. I wasn't really interested, but I did ask him some questions. He seemed okay, so I asked him for some more pics, he sent me the body pics from my anonymous hookup guy. I asked if he was the anonymous hookup guy and he admitted he was. Damn, that really ruined the anonymous thing that I was getting off on. I made up excuses why I couldn't meet, but he every week or two, he would ask again.
A few months later, I added to my profile that I had a new sling. He messaged me that he really wanted to try getting fucked in a sling. I was really horny that day, so I decided to go ahead. I told him that we could try it, but only if we kept it completely anonymous. He agreed. So I sent him my address and directions on where to find the playroom at my house. The sling was setup in the playroom. I told him when he arrived, go to the sling, get naked, get into the sling, put on the blindfold which would be next to the sling and then yell out that he was ready.
I waited in the next room, which he couldn't see into. When I heard him yell out that he was ready, I went into the playroom, fucked him and then went back to the other room. When I started to fuck in the sling, he started talking. He had a very effeminate voice and it really turned me off. I was feeling my erection going down. I looked over and saw a jockstrap laying on the bed behind me. The jockstrap had a bunch of dried cum on it. I picked it up and shoved it into his mouth to shut him up. He just started moaning really loudly. Watching him enjoy the dried cum covered jock strap in his mouth did turn me on more and helped me stay hard. I fucked him and after I came, I went back to the other room. I waited as he got out of the sling and got dressed and left. He stole my jockstrap.
We stopped seeing each other because I switched jobs and our availability never worked out. We've talked a few times over the years, but I'm just not interested enough to try it again.