I don't match my makeup to my clothes, but rather what I'm doing or where I'm going for the night. It also depends on how much makeup you like to wear on a regular day or if you just want to go all out. If you're going to wear it to a baseball game, I would suggest more "natural" makeup. But that's your choice and whether you want to wear a wilder look. For something a bit more dramatic, I can totally see a red lip with a strong winged liner with this dress.