Before I was ten years of age I had memorized much of Bill Cosby's greatest hits, the one that starts off with his Noah monologue. I also have a soft spot for a Redd Foxx record my friend took from his father's record collection.
I think An Evening Wasted With Tom Lehrer is about as clever and funny and genius as songs can be, but he wasn't a stand up comedian. I also love every Python record.
I think Carlin is the way to go for stand up comedy records, he has so many great ones.
when I was a kid I loved bill cosby's standup. In my teenage years I was way into San Kinison and Dice, with some old Cheech and Chong tapes thrown in for good measure. I don't think those Sam and Dice tapes hold up very well for me these days though. These days I would say that anything from Mitch Hedberg is a mandatory listen. I think that Carlin and Chris Rock have put out some pretty timeless albums as well. Both of their acts are basically some very sharp social commentary disguised as some funny as hell comedy.
Denis Leary: No Cure for Cancer
Bill Cosby: Himself (The Dentist and Chocolate Cake for Breakfast is worth it by themselves).