You need to acquire that 'fuck it' mentallity. If she turns you down, fuck it, who cares. If she says yes, fuck it. If life throws you a curveball and gives you hairy nipples, fuck it, you could have downsyndrome that'd be worse. I got laid a couple times when I was 16 from this chick who was friends with my buddys sister, and after that I didn't get laid again until I was 18 and that was with some chick I met at the bar. I get laid from time to time now, especially now that a girl who's been a friend of mine forever has begun to fool around with me, but I have never had a girlfriend, I don't think I have asked a girl out since I was 17. I am short 5'6, I am pretty built physically, but not toned. I am your average short built like a rock italian goombah. But I got rejected by the first four girls I ever liked enough to ask out and that has ruined me ever since. Sure sex is nice, but it comes in spurts, no meaningful relationship behind it, no love. It makes you feel hollow when you don't have someone to connect with. What sucks even more is when everyone your best friends with has a girl and when you all go out your the loser trying to pick up chicks. That is why I acquired the 'fuck it' attitude.