You seem like a good guy, really.
But come on, your problems have nothing to do with appearance (although your comparing yourself to a young Richard Gere was an obscene stretch by even the most charitable measure).
Your problem isn't even the metro thing.
Your problem is you positively drip with beta maleness..."I can't stand another anonymous blowjob this"..."I'm SOOOOO LONELY that"...."I just want to be Loved yadadada"
I sure as fuck hope you don't talk like this in front of the strange bro, because if you do, you literally COULD look like a young, well muscled Richard Gere and wind up with your dick in your hand 10 times out of 10.
Women are lonely, weak and insecure enough themselves you think they want a weaker, MORE insecure version of themselves with a receding hairline and shitty spray on tan man?!
Shave your head, fuck a hooker, get in a fight and when you start to feel all "lonely" or introspective just lay down until it goes away...whatever you do Johnny MAN UP FFS.