49. Lauren Hutton
Modeling icon Lauren Hutton launched her own cosmetics line, Good Stuff, after she returned to the modeling world at 46 to find limited products available for women of a certain age. She has an easy, breezy approach to beauty, once telling O magazine, "I just try to do my best to look good—get enough sleep, stay healthy, have fun with makeup—then forget about it! If you obsess about your looks, it kills your spirit."
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