If it's a gun to my head, pick one or else, I'll pick "should." (No, I'm not a guy.)

Doing it right can accentuate her best features, even out the skin tone, and add a healthy-looking glow, which is what makeup was originally designed to do. For that reason, in a business setting I think it looks more professional than no makeup at all, and a blotchy, washed-out complexion. Although some women do look fine without makeup, if they can style their hair well and take care of their skin.

But a woman shouldn't look like a clown. I was taught in my youth that the trick to wearing makeup is to make it look like you're not wearing any. Rosy glow, yes. Two big bright red spots on the cheeks, no. Key word, "blend." We shouldn't be able to tell easily where the makeup stops and starts. This said, my daughter can do wonderfully artistic things with eye liner and shadow, and I think she should be free to express herself. She knows to tone it down for professional situations, and amp it up for parties, which is the way I think it should be.