I don't think I've seen this discussed so I think it should be cool for me to post this. I've always been fond of japanese humor so I decided to dedicate a thread on some of the comedic anime that we get a kick out of.
I love Sex and Violence with Machspeed. It's a short studio trigger did before they got big and it consists of a hyperactive shark whose nose gets stuck into his monkey's cohorts ass that transforms it into a hulking bruiser and their female companion is a living blow up doll and they get in trouble with a crime syndicate that consists of dinosaurs looking for their son (Who is a dog because of course he is). If there is one show that I would point to as the zenith of batshit japanese humor, it's this show. It's delightfully demented and has a pretty cool art style to boot. They actually posted the whole thing on youtube but for some reason, it's only got spanish subtitles which is weird because there was one posted that had english subtitles..aw fuck it, you can still make out what's going on. Besides, you watch it for the crazy visuals anyway.
And an honorable mention goes out to Cromartie High School. I remember seeing this a long time ago but I absolutely loved it. What makes it funny for me is that you have some of the most absurd crap going but all of the characters look at it with serious, deadpan expressions which just adds to the humor of the show. You got delinquents eating pencils, a robot with a soothing voice, and Freddie Mercury is a lead character on the show. I gotta rewatch this one one of these days.
There's others that I could list but I'm too lazy to list the others. You guys take over.