84. Olivia Wilde
Age (circa 2009): 25
Besides possessing classic film starlet looks, unlike a lot of these other pretty faces populating Hollywood, Olivia Wilde can actually act. Since her breakout role in Alpha Dogs, Olivia has steadily built the foundation for a career that will last when (or if) the looks fade. It also helps that she changed her surname from Cockburn to Wilde. Just sayin'.
We knew she was a rider when she played Johnny Truelove's down-ass chick in Alpha Dogs. When the money goes, will the honeys stay? Olivia would.