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I don't have kids and I never really wore makeup in school, so my opinion is completely unfounded BUT what if you came to an agreement like: only natural-looking make-up to school, gunky stuff is okay on the weekends or out with friends?
Something else that might be a fun experience is to go to a makeup counter at a department store or makeup store, and have your daughter get a "school-day" makeover. Maybe call ahead to make sure the gal at the counter is on your same page with what is appropriate for a middle schooler. It'd be fun, and it'd show that you're interested in allowing your daughter to experiment with makeup but that it has to be within reason. It could open up a talk about why people wear makeup in the first place, and give you a chance to talk about what's appropriate in a given situation.
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