Clueless, the hilarious and sweet '90s masterpiece starring Alicia Silverstone, is loosely based on Jane Austen's novel Emma, so naturally the romantic comedy includes plenty of witty lines and plot themes on relationships and dating. And if there was one thing we learned from our favorite '90s heroine Cher Horowitz, it's that no matter how smart you are in every other area of your life, sometimes we can all be clueless when it comes to love. Sorry to be way harsh, but if you're doing these things — your dating game is like a virgin who can't drive.