13. 10 Things I Hate About You (1999)- Gil Junger

10 Things I Hate About You Trailer

Heath Ledger as a total bad ass hottie (but when is he not?) who is paid to court an emotionally damaged, mega psycho bitch (Julia Stiles) and accidentally falls for her. Need I say more? Oh yeah, if that didn't do it for you, how about Joseph Gordon-Levitt as an adorable love-struck teen determined to do whatever it takes to get the girl, even if that means learning French. What about the witty banter back and forth between "Clueless"- esque characters? (read out loud as if you are a valley girl from California, or Alicia Silverstone, either one) "There's a difference between like and love. Because I like my Sketchers, but I love my Prada backpack." It's a very clever take on William Shakespeare's "The Taming of the Shrew," if the shrew went to a private high school and liked indie music.