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With the cleavage peek I only do it on girls who I know don't mind. And I give them a little raised eyebrows 'watcha got there? looks nice' afterwards, and then a big smile. Probably shouldn't do it to a stranger.
If a girl is putting it out on display she wants guys to look.
Yes, you're right, and by looking she is gonna get validation but she will also just see you as the next guy who finds her physically attractive which will lower your value.
basically, by staring at the cleavage, you are jumping through her hoop.
and... monkey is right, you dont want to give her the impression that you are chasing her, if she doesnt stop to speak, continue in your direction.