A 1990sNelvana adaptation of the children's comic strip Rupert Bear. The show lasted for 5 seasons and 65 episodes (1991-1995, 1997), first airing on YTV and later appearing in reruns on Nickelodeon's Nick Jr. block.
All Myths Are True: Santa Claus, Father Time, King Neptune, The Sandman, Jack Frost all are real in this universe.
Art Shift: The intro (the original one, not the Nick Jr. version) starts with Rupert leaving his house, where the art style mimics the original comic's style having Rupert being fairly small; after a few seconds, it transitions into the art style used by the show with a taller, older looking Rupert.
Hollywood Tone-Deaf: Bill is terrible at singing. Ironically, it always succeeds in putting babies to sleep.
It Runs on Nonsensoleum: The reason that Rupert and Podgy were not affected when time was frozen is because they were sitting in a tent, eating peppered pickles, and they sneezed at the exact same time.
Massive Multiplayer Crossover: Rupert appeared in two children's compilations for charity. First was Pirates in NSPCC Children's TV Favourites Volume 2 in 1993 and Knight in My Best Friends, also in 1993.
Message in a Bottle: Rupert receives an invitation this way from a pirate friend, courtesy of Seven Seas Postal Service. Complete with an eel postman!
Another time, Rupert is captured and folds a paper boat message and sends it downriver.
Nothing Exciting Ever Happens Here: Rupert and the Tiger's Eye: Rupert is on holiday at Sandy Cove, where nothing ever happens... except for the jewel thief has crash landed his plane.
OhDear: In Rupert Bear and Billy Blizzard, Billy's being a jerk in the North Pole, as per usual, but once they tell Father Christmas, he'll sort everything out! Except he's frozen too...
Short Cuts Make Long Delays: A recurring plot element and running joke in the cartoon series is that all of Bill's "short cuts" invariably lead to some sort of strange adventure, but never where they wanted to go in the first place. In one episode, the two decided to split up and make a race out of it. Naturally, this time it's Rupert taking the proper route who finds himself in a land of adventure, which implies that it's not the shortcuts that lead to adventure, it's Rupert.
Small Name, Big Ego: Algy brags about being better at things than he really is; most everyone just ignores it, but once when Rupert and Bill played a prank to make him look as good as he says he is, he is mistaken for a great hero and drafted to fight a monster.
Swallowed Whole: Adverted, but played straight. In Rupert and the Missing Snow, Rupert, his uncle Polar and Will adrift on a small iceberg all end up inside a whale's mouth. She nearly swallowed them by accident as she was suffering from a terrible toothache for mistaking the North Pole as a piece of candy. She remarks it was fortunate to have met them all, though Polar informs her it was very nearly unfortunate. She sincerely apologies. Cue many lame whale puns from their new friend.