2. Laney Boggs (Rachael Leigh Cook) in 'She's All That' (1999)

Intense, art-loving Lane isn't even popular with the other art chicks. She's so "scary and inaccessible" that popular jock (Freddie Prinze Jr.) is sure he'll lose out on the challenge of making her over into a prom queen. A little lipstick, a haircut and a shopping spree later -- whammo -- she's high school high society.