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It often borders between wanting to laugh at them and wanting to inform them quietly that they look ridiculous.

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Well, next time maybe try the latter...you will come off as a much nicer person and actually feel good about yourself. People often would rather mock than try to help someone...too many years of Saturday Night Live and bad stand up comics who can only mock others to get a laugh. Also, you don't really know how someone will react - they may get defensive or hostile - but at least you can say you tried.