I don't/can't sit back and chill listening to Tupac, I find him repugnant on many levels. I don't actually like any of his music, but I respect his vocal talent. I have only one of his mp3s ("Hit 'Em Up") that I will play occassionally to amuse myself and my roommate (same reason I have "Bling Bling" and garbage like that).
I have listened to some (not much, admittedly) Notorious B.I.G. and I was unimpressed on all levels and found myself wondering what the big deal was.
I definitely like hip-hop, though, I've liked it since I was a little guy buying Public Enemy tapes and CDs were the shiny and expensive toys of the well-off.
As a matter of fact, WinAmp just started playing "Da Mystery of Chessboxin'".