My parents freaking love The Thomas Crown Affair. Both versions.
I know that most people don't usually like remakes, but I prefer the remake of The Thomas Crown Affair. I think Pierce Brosnan and Rene Russo had much better chemistry, and the art heist was thought out better in the remake than the bank heist was in the original. (Although being able to fold a large painting into a small briefcase was a pretty dumb goof in the remake. )