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Although evening makeup can be more dramatic, you don't want to end up looking like a clown. It's all about balance.  A good rule of thumb is to pick either the eyes or the mouth to dramatize. Dark smoky eyes? Choose a neutral lip. Dark red lips? Choose a lighter palette for the eyes. You don't want your eyes and lips to be competing for attention when people look at you. Choosing one or the other to highlight is a more sophisticated choice, usually.
Pick your eyes or your mouth.