Pretty sure this was the first single-player game I played through more than once. Everyone seemed to hate the slow pace but the idea of experiencing someone else's "real life" blew my 11-year old mind. I became obsessed with every last detail of the game's environment, the overall grunginess and urban decay, the weird consumer products, I even love the terrible voice acting... started playing Yakuza recently as I heard it was somewhat similar to this series but it just doesn't feel the same.
I was virulently anti-Sega when I was a kid, but decidedly pro-Beavis and Butt-head. It brought me no end of pathos that the Genesis version of Beavis and Butt-head was clearly an overall better game than the SNES version.