I've been single my whole life (I'm 19). I think it's because of my looks but it could also be down to having no confidence. Like a vicious circle of putting myself down, lowering my self esteem meaning I don't feel confident to tell someone I like them etc.
Either way, depressing.
I can sympathize with this. My confidence waivers from day to day and seems based solely on how I look in the mirror on that particular day. If I'm looking fairly clear, I'm happy and confident. If I have new spots forming, I feel monstrous and awkward. Either way though I've still not found the type of confidence that would allow me to go up to a girl I find attractive and let her know I'm interested.
It's a self-defeating thing because I know in this society/generation that guys are supposed to chase and put in the work to get the girl, but it starts to seem like that's impossible when you can't get past the approach anxiety and the lack of confidence.