This is a tactic some men use when they are insecure but at the same time are very controlling. Sounds like you might be in the beginning stages of a controlling relationship. He will tell you how mych he loves you and 10 minutes later he's picking out your flaws and saying how lucky you are to have a guy like him. Basically he wants to destroy hour confidence and self esteem so you won't leave him. Relationships like this have a tendency for turning physically abusive. Also don't take his word for it about his ex, track the girl down and ask her yourself. If it turns out that you may be in a controlling relationship then run as far and as fast as you can. These people are toxic and will do nothing but hurt you.
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cause he's a prick, who is scared to lose you to another guy... he is the one who feels insecure about himself and by placing doubts into your brain, your bound to question if your attractive or not and more likely to stay with him out of fear you can't get better... I say dump him and find a guy who loves and respects you and tells u, you're beautiful and makes you feel good about yourself and not some prick who puts you down...
He's insecure? I don't know but your best bet is to tell him to cut it the hell out. =)
I had an ex who used to do that. She actually pointed out flaws that I didn't know I had :(
I wouldn't have thought he is doing it on purpose, he is probably joking and doesn't realize it upsets you. I think you should mention it and ask him to stop saying hurtful things about your appearance.
I would guess that he has no idea how to act around a girl he really likes, and seeing as he went from a girl like his ex to a girl like you (based on your description) he is probably just scared of losing you and has no idea how to cope with it, so he picks on you because he is insecure. (Theory)
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