Sport Billy had a weird premise. Monchhichi was another weird one. Spartakus and the Sun Beneath the Sea was really trippy.

I’m going for the extremely weird angle, not a particular love angle as I found the show a bit lame as a kid:

The Dutch cartoon Purno de Purno: https://www.youtube.com/watch?v=4o6MIJ7Iq1U

It was animated on an amiga 2000. The titular character ‘Purno’ in his purple spandex suit has a couple of adventures that are very weird. In the linged cartoon he’s searching for a princess hidden in ‘de kiettelaars’ grotto’ where you must know that ‘kietelaar’ is a Dutch word that can mean ‘the one who tickles’ or ‘the clitoris’. In this comic it is a weird looking guy that talks with an creole accent and is tickling Purno and himself in a rather well… sexual manner. The ‘grotto’ or cave is a bit vulva-looking. He is rewarded byy the princess with many kisses. Purno reflects ‘even though her beauty was stolen, shes a really good kisser’

This is no coincidence, there is plenty of overt sexual overtones, with Purno once entering the vagina of a giant naked lady.

To be fair, non of those sexual references register when watching it as a kid, but when you reflect on it later in life it is utterly bizarre that that was aired on regular televison in a kids’ show.

Rockadooodle deserves a mention.

Courage the cowardly dog. Has a great villain roster, good memories watching with mom, and some of its messages still live with me 20 years later. I think about the imperfection episode more often than I like to.

Rocket Robin Hood and Hercules and Friends

A bunch of Doctor Snuggles episodes I liked turned out to have been written by Douglass Adams

I’m surprised I don’t see Bobobo-bo Bo-bobo on here.

My brother and I used to watch it on on-demand when my parents were out of the house in the early 2000’s. Absolute insanity. I tried to re-watch it a couple years back for nostalgia, and my more matured brain just couldn’t comprehend it… That was before I started smoking weed, maybe I should give it another shot, it might make more sense if I’m zonked out of my gourd.

Courage the Cowardly Dog

The Grim Adventures of Billy and Mandy

Animaniacs

Invader Zim

Ed Edd n Eddy

The Mighty Bee (this came out while i was a teenager but felt like a fever dream)

Probably Ren & Stimpy, if we’re talking actual weirdness. I also liked KABLAM! a fair bit. My all-time favorite weird show (albeit not a cartoon) was Pee-Wee’s Playhouse. I was raided on that shit. Had his suit and tie and everything.

Ren and Stimpy was doing some wild things back in the day

Invader Zim

I was about 5 years old, and every Saturday morning I just HAD to watch The California Raisin Show. It was about these raisins who were a singing group and went on adventures. All of the characters were fruits and vegetables.

I grew up with all the strange ones from the late 90’s early 2000’s and loved them all; Rocko’s Modern Life, Cow and Chicken, Catdog, Courage the Cowardly Dog, Ahh! Real Monsters

When I was really young, there were some fairy tale cartoons on super early in the morning.

They were broadcast in very short segments, about 5 or 15 minutes each, but the animation was amazing.

Many decades later, I learned these were Soviet productions from the 1950s and 60s, and a lot of the human motions were rotoscoped, i.e. traced from actual moving human models.

The Frog Princess, dubbed in English (more in the YT user’s account): https://www.youtube.com/watch?v=nY6sI3muOjc

The Snow Queen, dubbed in English https://www.youtube.com/watch?v=BaF6oqHZ-GM

The Fisherman and the Fish, in Russian with subtitles: https://www.youtube.com/watch?v=nHuSqNuv9Ng