Simpson Safari comes to mind when thinking of my early "hey this seems to be getting ridiculous" episode moments, also the Florida spring break ep whichever was first
Simpsons safari is one of the worst for just randomness but ngl one of my all time favorite episodes. Spring break episode however...just bad.
One of my favorite jokes in the show is in Simpsons Safari. They land in a plant and Homer just pushes it open. Lisa goes "How did you do that, Dad?" and Homer just goes "It's a flower."
I lost/got rid of my original CD (along with Go Simpsonic) long time ago but ended up buying them again on eBay like 5 years ago