Lance Storm's "ASS...ASS ASS...ASS ASS!" bit with Goldust and Molly a while back had me in tears. Hell, as bad as it was, his whole boring shtick was pretty funny. I couldn't help but laugh when he'd read from the cue cards in monotone.
Kane's slip at Summerslam, Goldberg's car stall, and HHH's mic problems all got big laughs from me.
Also, this *might* have been at the very end of 02 (I can't really remember), but the "Ass Cream" segment with the Dudleyz and Vitamin C had me laughing so damn hard for some reason. Not the whole "clothes stealing", bit, but the Ass Cream line was so damn random...and the fact that they actually went through the trouble to label the can...and Jericho's reaction was pretty funny too.
Jericho: How dare you come out here and take my...er...Christian's ass cream?!
It's a shame. As bad as it was, I don't think I've ever laughed so hard at something wrestling related.