I distinctly remember Basic/1E/2E having a "camp" feel to it and that the designers didn't seem to take themselves too seriously (especially in the pages of Dragon magazine). I mean, just glance at some of the cartoons in the old DMG.
Several modules (beyond Castle Greyhawk) have in-jokes in them and how can you take Dungeonland and Land Beyond the Magic Mirror seriously? Then there is Fizban from Dragonlance. Old Man Katan and the Mushroom Band is from Dungeon magazine is far from serious.
The game had a sense of humor before it changed hands to WotC, and it seems like it became "serious" afterward (not that WotC is teh evilz, but the "funny" seemed to fade away). The recent 4E book with cartoons from Penny Arcade seems to be a stab back towards an aloof look at the game, but folks don't seem to appreciate that approach any more.
I think that may be one thing that I like about Piazo. They still design a bit of humor into their games (pickles anyone?).