The StyleBook app is the closest thing in real life to Cher's (Clueless) closet organizing software. -- I have it and it is absolutely awesome! Putting clothing in a little every day and getting new outfit ideas and saving them.
Make up is, like most fashion and beauty products, a constantly changing world where new trends come in every few months. One of the biggest hits of recent years, and darling of beauty editors and make up artists the world over, is mi