3. The Princess Bride
I know this isn’t your typical Valentine’s Day flick, but you have to admit that it is romantic in an odd sort of way. There’s humor, wit, sarcasm, romance, and love all rolled into one crazy flick. How often do you get to see a movie that has both Billy Crystal and Andre the Giant in it? This has always been one of my favorite movies anyway, so why not include it in my list of cool movies for Valentine’s Day.