[F]inally got with a guy I had a crush on since high school (15+ years ago)

I’d always had a crush on Tom in high school. He’s this tall (6’2″), handsome guy that was the all-American type (good student and athlete, totally respectable). I was more of a theater nerd but he and I were friendly- he was the kind of guy that was sort of friends with everyone. And the kind of guy every girl in class had a thing for.

Years went by- I got married, had kids, and divorced. He was engaged but it got broken off for reasons I don’t know. He has a pretty high profile job in our area while I head up a non-profit currently. And we found ourselves at a Christmas party last December hosted by a couple we were both friends with. We chatted and had some drinks. There was a little bit of physical contact and there’s no way he could not have known I was totally into him.

As the party was winding up, he and I left at the same time and he remarked that he wasn’t really tired yet and asked if I wanted to have a drink art his place. We both knew what that really meant and got into his car. Before he could start the engine, I leaned over the console and started kissing him. He kissed me right back for a bit and then broke it off so we could head to his apartment.

Obviously, once we got there, we weren’t interested in having a drink. He sat down on his couch and I straddled him and we made out like I wanted to back in the early aughts. He undid my top and sucked on my breasts- soft at first but then harder when I told him that was what I liked. I was totally wet and putty in his hands.

He suggested we go into his bedroom and I followed him there. I undid his clothes and pushed him onto his bed (I’ve got a bit of a dominant streak). Pulling his boxers off, I got my first glimpse of his cock and it was pretty much of normal length and girth. I needed a taste so I started sucking on it which his moans let me know he enjoyed. He warned me that if I kept doing what I was doing, he might not last long. And since I needed him inside of me, I stopped.

There was no discussion of condoms. I straddled him, grabbed his cock and aligned myself that he entered me slowly and fully. I then started rocking and we developed a nice rhythm. My mouth got a little dirty which turned him on more I think. He then started making me tell him he good his cock felt inside of me and how much I needed it in my pussy. He let me know when he was close and I kept doing what I was doing. He then tensed and I could tell that he was cumming. I rocked slowly as he softened. It was one of the best lovemaking sessions of my life. I laid on top of him for a bit and then cleaned up in his bathroom.

I stayed the night and we had round 2 in the morning. We have basically developed into fuckbuddies and this is where things get complicated (for me at least). We’d get together every other week or so (I have my kids the majority of the time) and it’s fun (sex is great) and all but I’ve developed feelings. Since the quarantine has been in place (I”m in the northeast US), we’ve zoom’d twice where he jerked off while I got myself off. He’s told me that he can’t wait to be with me again when restrictions are lifted. I do, too, but also want to see if this can go in a more meaningful direction. I expect that we’ll get together physically once things are calm but I think I need to tell him how I feel and see how things go from there.

Source: reddit.com/r/gonewildstories/comments/g62pan/finally_got_with_a_guy_i_had_a_crush_on_since