So as the title says, I went to the bar on Valentine’s with my friend because I’m a man looking to find a relationship or casual sex. Couldn’t go into the bar because my friend forgot his ID. Classic. I decided to be a bro and stay outside with him and try to get lucky that way (I live in a big city so 1am hangouts outside the bar is a possibility). There were two instances where I had a chance.

1.) There’s this very attractive blonde girl about my height with heeled boots by herself on her phone. Time to shine. I walk up to her and say, “excuse me!” I introduce myself to her. She does the same to me. I tell her that I think she is a very attractive woman as well as that I would like to get to know her. She tells me I’m very sweet with a cute puppy dog face and tells me that she has a boyfriend and that he’s picking her up soon. I say that’s okay and that I’d love to be her friend, so I ask her for her number.

Que the boyfriend pulling up on a motorcycle and revving his engine for her to get on. She tells me that’s him and I shake her hand as well as tell her it was nice to meet her and I walk away. About 3-5 minutes later I see the motorcycle drive off and same girl with other people hugging someone which appeared to be a friend, so I walk over to her and asked if she was just dumped to which she replies that she’s just meeting him somewhere else. Looking back on that second encounter I feel stupid because I could’ve said “looks like I have a chance to get that number after all” or something like that. Is there any other way I could have handled the second encounter?

2.) There was this other attractive brunette girl that kept exchanging looks with me, but I was too enveloped in a conversation with the group that I was interjecting myself in to go over there. Looking back I should have totally went over there for at least a moment. I was actually about to invite that girl into the group and she walked to the parking lot. How could’ve I handled that differently?