I haven't played Life in ages, but I DO love Trivial Pursuit.  I just have a talent for storing weird random pieces of information in my head.
A girl after my own heart.  I, too, have a mind filled with worthless crap. 

Always been a board game fan, but had the same trouble MattH did of not having people around too interested in playing them with me.  During my senior year of HS, we had a group of us who would get together every couple weeks and play TRIVIAL PURSUIT.  My friend Joey and I always battled it out right to the end.  Beyond that, CLUE was always a favorite.  Whenever my cousin Wesley was in town, we'd play GO FOR IT.  Also played a fair amount of PAYDAY and LIFE.  UNCLE WIGGILY... heck yeah!  I do believe that one's still in Grandma's closet somewhere.  Like someone else (I forget at the moment... Matt? Ron?), I always had horrible luck with SORRY, so it was never a favorite of mine at all.
For more recent games, I do really enjoy BALDERDASH and its counterpart BEYOND BALDERDASH, which includes dates and such in addition to definitions.  And I'm undefeated at TABOO.