We know it's complete sacrilege to criticize the first lady—especially one so typically fashionable—but Michelle Obama's Caroline Herrera cocktail dress looks a little...little girl-inspired? We love that gorgeous swirling pattern through the bodice and skirt, but the strap bows and voluminous bottom make this feel like a last day of school dress.
No. 8. Michelle Obama, age 50First Lady, United StatesThe Harvard grad and former corporate attorney actively uses her platform as first lady to fight childhood obesity and promote healthier eating and lifestyles.