My personal favorite for flawed reasons is Madoka because I was there for the live reactions to the infamous episode and it was magical watching everyone lose their shit. It was also my re-introduction to anime after being shamed out of it for liking sailor moon as a kid.
I’m a sucker for cringe because I myself am super cringe. Can barely finish some IASIP episodes.
For real though, grand blue is by far the funniest anime I’ve seen. It’s basically college hijinks the show (with beautiful water animation because scuba diving). So many good recruit faces as well.
Fair warning: some of the humor is very bro-ish, bits it’s played in that manner because the characters are mostly college bros doing drunk bro shit. The worst examples do get called out and learn from it.
Edit: it’s overall very wholesome and funny. Relatable to anyone who has done stupid things while young, drunk, and surrounded by friends.