I have far crazier hair than that and walk down the street. I get compliments on it constantly. Last time I was in a club, two girls just CAME UP AND PRIMPED MY HAIR without even asking. I mean it was kinda rude, but an easy open
For hair like that you will need straighteners. I use them all the time but some guys are funny about it, haha.
Edit: oh yes, long hair depends on your face/build. Long hair never looks good on a er... to put it nicely 'largely built' guy. No offence to bigger people but it just doesn't work. It works for the skinny rockstar look though...