As surprising as it sounds, even this kid-friendly adaptation of a kid-friendly comic strip had its share of disturbing and creepy moments.
- "Rupert and the Mulp Gulper" deals with a race of hedgehog-like people called Mulps being repeatedly terrorized by the titular Mulp Gulper and sending a champion to deal with the monster only for the poor sap to meet their doom. As if the episode opening with the Mulps' last champion being eaten alive by the Mulp Gulper isn't startling enough, Rupert's friend Algy nearly suffers the same fate.
- "Rupert and A.R.C.H.I.E." has some rather disturbing fun with the trope A.I. Is a Crapshoot by having the Professor's robot A.R.C.H.I.E. destroy his own control while in wood-chopping mode and starts going about chopping at everything he sees with his axe, Rupert and his friend Bill Badger just barely avoiding the robot's axe swings. Things later get worse when A.R.C.H.I.E. cuts down a pole carrying a power line and gets electrocuted, which causes his eyes to glare and glow red before he goes about making more of himself to continue hacking at stuff to make firewood.
- The pickle monster from Podgy Pig's nightmare in "Rupert in Dreamland" is pretty scary-looking what with its menacing eyes and grin full of fangs. It's also frequently implied that it wants to eat Podgy.