4. Elisabeth Moss
Mad Men's Elisabeth Moss is wearing a beautiful dress - in theory. I actually like the jeweled neckline of her grecian Reem Acra dress, and think the color is lovely against her fair skin. I love her sweet curls and soft, peachy makeup. But someone should have had a Rowenta steamer on hand for when she got out of her car. The wrinkles on that dress, while probably unavoidable, are not flattering in the least.