I go out with a group of guys. I'm the center of attention. Everything's going great, conversation flow, pointing out girls that are hot... etc. Everybody's laughing and having a good time and I'm feeling alpha as a motherfucker. Then an HB8 girl comes up to the group because she's alone and vaguely knows one of the guys I'm with. Then all of a fucking sudden, 10 minutes go by and I realized I just faded into the background. Gone completely silent.

Noticing that, I waited until the group has somewhat disbanded and she was alone. Approaching her, I tried to make small talk (like how do you know that guy, what are you majoring in, grade, tastes in media and sports and shit like that).

But damn, when I try to escalate, I just freeze up! I have something clever to say, or an appropriate gesture to make, but I just can't do it! I have a hard time making my intentions clear because all I do is smile and keep talking about trivial shit. But I want to escalate, and its probably confusing the shit out of her. The mental block of escalation is just too great. After an outside walk, just the two of us, we head back to the bar and say goodbye, blah blah blah. End up with nothing.

I work out a lot (broad shoulders, defined chest, tall, muscular arms)have a sexy tan and my face isn't bad, I'd say my body's at least an 8. My swag is straight 10/10, I walk like I'm the fucking CEO of wherever (I sometimes even hear people say "look at that guys swag" when I pass by)

But I just can't escalate from small talk. It's been a problem for so long now. Even at prom in high school, my date was literally one of the hottest girls in school, and she grinded me so hard that I almost broke my pelvic bone. She even took my hand and put it on her waist. But in the ended, I didn't even make out with her. I mean fuck, I never even made out with a girl before.

EDIT: OK i didn't mean anything condescending and apologize for making myself seem all high and mighty. But I did that to express a contrast between how I regularly am and how fucking insecure I am with girls.