Photo: Media

Fashion designer and MTV reality darling Whitney Port once claimed that she doesn’t feel as comfy in the spotlight as her former Hills besties Lauren Conrad and Audrina Patridge, but you wouldn’t have guessed it by catching her latest photo spread in the January 2011 issue of Maxim! Whit stripped down to her undies—well, some itty-bity black lingerie, to be precise—and even told the men’s mag that she was an “ugly duckling” during her younger years. Yeah, that’s tough to imagine, too! Whitney’s naughty Maxim pics may have guys drooling, but she looks prim and proper in these ladylike Fendi shades. They’re the perfect accessory in L.A. or NYC.

Buy these now: Fendi SUN 5014, $263