60. Jennifer Aniston

Age (circa 2009): 40
Occupation: Actress

The former "Friends" star took a major L when Angelina Jolie told her, "Brad's just not that into you," but Jennifer Aniston managed to save face by dropping a couple number one movies and somehow getting her body to look better than it did in '94.

AUGHTS ACHIEVEMENT:
Well all knew she was a little 7:30, but we gave her a pass after she played Tina Fey's man crazy, party going friend in 30 Rock.