I had been looking for a regular, discreet bud for some time when you could still find such partners on Craigslist. After many false starts, I connected with an individual who seemed normal in all aspects. We set up a date to meet at my house which was a few days in the future. I like to edge, sometimes for quite a while, so once we set up a date, I spent a couple of days edging and thinking about the upcoming meet. I probably edged about 10-20 times per day, and I distinctly remember that I actually had achy blue balls and could barely sleep because I was so horny.
When the afternoon arrived (after I had edged a few times that day), the knock came at the door and I opened it and let him in. He was about as normal as he had seemed before we met - about the same age, and quite reserved. We made a little small talk as we went upstairs and he kind of gasped as he saw my toys laid out on the bed. I'm guessing it took seconds for us to get naked, and I already had nearly raging hard with the need to cum. He was not quite as ready as I was, so I put some porn on the computer and we laid on the bed playing with ourselves. It didn't take too long for us to start jerking each other off, and I had to stop him from jerking me since I was so close to cumming already.
I had a fleshlight and a couple pussy/ass combo toys and asked him if we wanted to try any of them. He immediately responded 'hell yes' and he lubed up a fleshlight and slid into it. I took control of it and he laid back on the bed as I slowly massaged his cock with it while he was watching porn. However, I was to the point where I really needed to cum. He asked me if I wanted to dp the fleshlight and I didn't need to be asked twice.
I lubed up well while he was deep in the toy, and climbed on top of him, pressing my cock against his. He was moaning and asking me to slide into the fleshlight. I pressed hard against his cock and slowly penetrated the tight pussy at the same time as him. He told me that he was really close to cumming, which was perfect, because I wanted to cum together and knew that I wouldn't last long. Our cocks rubbing together in that pussy felt incredible, so I started thrusting and told him that I was about to cum. It didn't even take thirty seconds before I felt the cum rising from deep in my aching blue balls and told him to cum. After about 2-3 more thrusts, I blew shot after shot of cum into that pussy at the same time he was shooting. I'm guessing that I shot about 10 times into it and cum was dripping out everywhere.
We kind of collapsed out of satisfaction and both slowly pulled out of the fleshlight. There was no post-nut weirdness at all. We just got up and got cleaned up and he got dressed and left. I still had a ton of cum in me though, so I played with myself until I was hard again and fucked the same fleshlight really hard until I blew another massive load in it. Only after that did I spend some time cleaning the toy and putting it back in it's spot.
It was a good start to an extremely sporadic jack-off partner.
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