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i was a nice guy but was a bit on the safe side asking girls out in my early 20s. never had a problem being nice though. however, when i hit 25, it didn't matter anymore. i was still my nice guy self but i was confident and asked girls out not caring about rejection. you reach a certain age where it doesn't matter and you just go for it. i feel no shame if they reject me. right now i'm going out with a girl who may have been out of my league a few years ago but i don't see it that way anymore. i tell her "it'll be your loss one day if we break up" in a joking way. just go get 'em guys!
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