I met my wife when I was 16 the best thing she did was realise I was an immature little shit. I stopped dating after that and just slept around it's a hell of a lot easier just asking for what you want and being honest. Me and my future wife remained friends and once we had both grown up a bit got together. There was no drama or water under the bridge and it worked out great. I still really good friend with her and she is May wife. I also really good friend with my old (I guess -blam!- buddies) (probably because we were honest) and my wife is fine with it because she knows she was right not to date the immature little asshole until he'd grown up sum. Mortal of the story is just be honest it's hard but in the long run a hell of a lot easier also you don't end up with dumb regrets.