Delicious Gakuin. It's pretty weird and a bit far-fetched. But I unexpectedly enjoyed it. Made me think "what the heck am I watching!?!" throughout. But I like those kinds of shows. It's like watching a weird anime if that anime was live action. If that makes sense. Anyway... Hopefully more people make recommendations because I'm looking for hilarious (and even weird) j-dramas to watch myself. :D
edit: also Handsome Suit and Killer Bride's Perfect Crime are some WTF Japanese movies that I found amusing and quirky.