Just to throw someone a bit older into the mix, Bruegel was a really amazing renaissance painter. I love his crowd scenes like the one below. Apparently everything that's going on in the painting relate to common Flemmish folk expressions of the time. I can't say I get any of it on that level, but there's such an obvious sense of humor at work that I can't help but enjoy it. Just look at all the bizarre crap going on here. The ass that's sticking out of the tower window in the background makes me laugh every time.
