This actually happened a few years ago, but I never ended up posting about it.

I have posted on here a handful of times, but more often than not it turns out to be nothing. Either I'm ghosted or I get serious red flags. Well, it might be more accurate just to say normal red flags, because I am pretty cautious.

Anyway, finally, one time I was messaging with a guy who didn't freak me out or just stop messaging me back, and we finally agreed to meet up. (This was a disaster in and of itself, because he lived in a shitty college town apartment complex which was incredibly difficult to navigate. I was literally about to leave and chalk it up as a loss, when he finally told me to wait and he'd get me. I was apparently in the totally wrong complex without realizing it.)

When I saw him walking up I was a little nervous, obviously because it was my first time (sorry, forgot to mention that), but also because he was a little bigger than me. I am not a small dude, shorter, but fairly built, so one of the things I am always aware of is size relation, like, can this dude overpower me if things go sideways. Thankfully that has never happened, but I still always have it in the back of my mind. He was taller than me and maybe a little heavier, but I decided to go for it. He got in my car and he directed me to his apartment.

Once we got inside it was really awkward, we both clearly didn't know what to say. I think he was surprised when I took my shoes off. His apartment was sparsely decorated, which isn't inherently bad, but this was in that crummy haphazard college guy kind of way. (Again, with the always cautious, easy to take random things as red flags...) We walked to his room and he stood in front of his bed and I just kind of started doing what came naturally.

I got on my knees in front of him and pulled off his gym shorts. I was a little surprised at how small he was soft, I had seen pictures of him hard, and didn't realize how decidedly he fit in to the "grower" category. I just kind of played with his cock with my hand at first, I had never touched one other than my own before. It didn't take him long to start reacting... As soon as he started to get hard, I was running my tongue up and down his shaft, just getting a feel for what it's like to have a cock in your mouth. Finally taking his head into my mouth I realized just how difficult swallowing a thick head can be - his cock is like mine, average length (his maybe a little longer) but thick shaft and massive head. I definitely gained an appreciation for the women who have gone down on me in the past.

Once I got used to relaxing my throat, it was really easy to take him all the way in my mouth. I struggled to keep a steady rhythm, because I was so excited I kept getting overzealous and accidentally gagging. Knowing what I like, I made sure to always have my hand wrapped around his shaft whenever my mouth wasn't, and whenever I needed to catch my breath my mouth would be on his balls, I was never not actively playing with him. Finally, I gently pushed on him so he would sit down, I know how hard it is for me to cum when I am standing, and that pretty much finished him off; he came almost instantly. Afterward he said thanks and I left.

The whole experience from getting out of my car to getting back in took just about ten minutes.

We ended up hooking up probably four more times or so, he eventually wanted to go down on me as well. He was honestly not the best partner lol, but whatever, it was my first time ever messing around with a guy, so I wasn't going to complain. (Seriously, one time I am POSITIVE he got himself off before I came over, because he never lasted more than 15-minutes, except this time, when I was going down on him for almost an hour. I was literally about to leave when he finally came.)

I don't want it to sound like it was all bad, I mean, like I said, we hooked up a handful of times. One of the hottest moments was when I finally felt comfortable enough, I took his hand and put it on the back of my head. It was funny watching him go from being nervous about me touching his hand, to crazy turned on about being able to push my head down. (This is something I have to be REALLY comfortable before I let you do that.)

I have since been with two other guys, and they were both better in pretty much every way, but this was still my first experience, and it was really hot.