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I think it does raise your self esteem. You finally realize that someone does want you.
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Ironic -- it lowered my self-esteem tremendously, I think. But, that's probably a result of my insecurity with the fact that I've had sex with one girl, and my GF has had 7 other partners. Oh well. Unfortunately, I'm still trying to deal with my own insecurities due to my lack of experience -- and wishing I hadn't waited so long under somewhat mistaken ideals, in retrospect. Not only would I have more experience, but I wouldn't have made some characteristic mistakes with my GF (ie, asking questions of which the answers bothered me). Chasing Amy, man, and she's my Amy -- I'm just trying not to lose her because I can't handle it.