I've finally recently been more comfortable with myself, building confidence, finding the awesomeness in myself, etc. I asked a girl out recently [30], felt right, showed my intent, she agreed. I've had issues with feeling attractive for a long while and I think she's very attractive, but I got that "out of my league" shit out of my head. She wanted to meet at a bar nearby that turns all club at 10PM (lights, DJ, etc). Not really my scene and was already feeling pretty anxious about it, but I said absolutely.

We met and she wore a really short dress, which I wasn't expecting, very sexy. We sat at the bar and it was slow to start, but I got her to laugh and smile plenty and I enjoyed talking to her. Time flew faster than we were expecting and before we knew it the dance music was coming on. She wanted to dance with me, she had a hard time getting me to agree. I stepped away to the bathroom, came back, and a couple of guys were chatting with her. It made me feel really anxious but I interjected and said "let's dance", grabbed her hand, and led her away. She seemed to like that. Took her to the floor and "danced" as well as I could, making her laugh, not giving a fuck. I moved with the bass and she moved with me. Before long, though, she was straight up grinding her ass into my crotch, turning around, rubbing her leg against my cock, and pulling me closer. It went on for a while, it felt great. I felt desired which was a new experience for me. Eventually felt man enough to hold her waist, she put her hands on top of mine.

After a while, she wanted to step outside for a smoke. As soon as we got outside, she felt like shit and we sat down for a while. She had more to drink than she could handle (she was pushing me all night to keep up with her). She needed to get warm, so we sat in my car for a bit, and she just wanted to pass out. She knew I lived close and just wanted to crash on my couch, so we went home. We fell asleep on the couch, chatted some more in the morning, and then I took her back to her car. Nothing more happened.

I was hoping to get my first kiss out of this date, and my plan was to make the opportunity on the way back to our cars (MAKE the opportunity instead of hoping it feels right), but she was in no state at the time. I didn't want to in the bar or on the dance floor, I want my first kiss to be more personal than that (even though we were dry-humping each other just before).

I learned a lot last night and am proud of myself for going for it in the first place, and getting the fuck out of my comfort zone. I did some things wrong that I can handle better in the future. I don't know that she's my type but I'll talk to her soon and I do want to see her again. I'll invite her over to my place for a movie and a beer or two, I'll tell her "you're not drinking as much as you did last time".

A couple of weeks ago I never thought that I would have even done this or felt the confidence to ask this girl out, but I'm so glad I did. Even if she said no initially, even if she doesn't want to meet me again... I still showed my intentions and went for it. All that "you miss 100% of the shots you don't take" stuff is spot on.