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Insecure of something stupid?

Ok so I'm a handsome young guy, but I'm also an idiot.

The easiest way to flirt with a girl is to look at her and smile BUT I can't do it.

My teeth aren't perfect, they're also not that bad, but I feel so ugly when I smile, BUT it's necessary to smile in order to flirt with a girl.

Can you give me advice?
Insecure of something stupid?
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