My money sucking German luxury tank, Pre-Master's Degree:
1986 Mercedes Benz 420SEL. It was uber-classy but damn was it high maintenance. Sold it two years ago to go to grad school.
My new (to me) rugged four-wheeled puppy, Post-Master's Degree:
2003 Nissan Xterra XE 4X4. Bought it just about a month ago, a present for myself for finishing grad school... that and I need a car for where I currently live. I gotta go to an O-Store soon and get some stickers to put on it.