>I've tried a million times at uni and it gave me the reputation of the guy who can't get a gf.
I never go out with guys like that. I could never trust someone who tries, tries and tries again. I can't help but question their genuineness and maturity.
I recently turned down someone like that purely because of that reason. He was a fairly decent, not bad looking guy, got along
well with others, much like how you described yourself. Tried a lot at the dating game, a few successes, a few failures. But for some reason, the fact that he constantly tried so hard just came across as immature to me. As much as I could have liked him, there was my self respect and dignity that I couldn't ignore.
What did he take me for? Some kind of probability statistic? A scratch and win ticket? The lucky break he's been hoping for after "risking" his feelings so many times before. Let me tell you OP, girls with half a mind won't take you as seriously with that approach. When he "confessed" to me, I was not flattered. My heart didn't even flutter a tiny bit. In fact, I was slightly insulted that he thought he had a chance with me.
Point is, you're not only degrading yourself by throwing your love out so easily, you're being selfish and you don't even realise it. Think about it. If you were approached by some desperate, would you accept them? Wouldn't you question their true intentions? How genuine are their feelings towards you?
Anyway, enough ranting, you get the idea.
TLDR: If you keep trying that hard, you're just asking to be rejected.