I think it's really cute and young-looking. The glasses are a good pick for your face. I have the same oval type for my (ahem!) reading glasses, and I think they are very flattering.

You do have very nice features, but unless you are Ingrid Bergman playing Joan of Arc, the "before" style is too stark, while the "after" is more playful and relaxed.

I'm sorry to hear about your hair. But I understand it's common when losing a lot of weight? That's what the threads I've read say, anyway. But hey, if it gets you to try a new hairstyle, maybe it's not so bad?