Hey worst case you go on a few good dates, become vulnerable with each other, realize you'd trade everything else to be with her, then fuck it up and now she hates you and you're still hung up on her a whole god damned year later
My buddy with the fedora is really just looking for friendship first. He has a lot of female friends. Saw a girl with a cool shirt, brought it up, and they spent the hour talking and pretty sure they're doing coffee dates now and moving into something more.
Where my brother who is a gym rat goes around asking literally every woman under the sun if they want to have dinner. I watched him go up to the bartender, ask her out, get rejected, then while walking to the bathroom, get rejected by a girl waiting in line in the bathroom. He calls it a numbers game and is oblivious of how he sees women. Also yuck when he asked out the bartender.
But aren't I supposed to be ready to do that stuff? Like shouldn't I be "working on myself" so that I can ask girls out? Don't people "like" confident people? Feels like there's context missing here.