Bob Marley and the Wailers - Catch A Fire
Yes, I know you have Legends. On CD. And that you got it from BMG Music Club back in college. But you also had a black light poster of a peace sign hugging a shroom, and tried to convince your roommates that Ayn Rand "will like, totally change your life, man." The point is, you've grown the fuck up, and so should your record collection. Getting Catch A Fire (and Exodus) on vinyl is a good way to start. And Bob looks like a total bad ass smoking that giant, giant spliff on the cover. And that's something the college you and the grown-up you can both appreciate.