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Ok here's my problem: I'm naturally a good dresser & my looks ain't exactly nething I'd complain about & I'm very clean cut so "attraction" may come a little easier to me... But problem is.. When random girls in public are attracted to me..& give me clear IOIs like looks or smiles.. I have a way of blowing them off.. I'm socially awkward I guess its like ugly duckling syndrome.. Cuz i was put down alot when i was a kid...but I've hid it behind sarcasm and apathy for so long that it's kinda became my natural demeanor.. Which is fine around people u know because they get that it's jus how u are n don't take it personal. But this is causing me to cockblock the hell outta myself..
This sounds like a fear of success. Your frame's all jacked up and built around being undesirable thanks to your formative years so strangers who actually gasp-! react positively to you are approached with caution because surely the hammer is coming down at some point. Too Cool for School only works to a certain point, because after that she'll feel unattractive and bring the hammer down to move on to someone who will at least make her feel good. Don't fear success, roll with it. Every story lacks a happy ending until it's written so go write your own.