96. Sienna Miller

Age (circa 2009): 27
Occupation: Actress

Nevermind the forgettable movies she's made. Let's talk about how this former model has let the twos breathe whenever she's had the chance for the better part of a decade. And for that we thank her. You gotta do something when your husband publicly admits to hittin' off your nanny. Whatever works, baby girl.

AUGHTS ACHIEVEMENT:
Each and every time she's liberated the twos on the beach, in the street, in a movie, or any place she felt comfortable enough to show some nip.