Awesome / Rupert

• "Rupert and Bill in Gameland" shows Bill repeatedly gloating and bragging about how he always wins when he and Rupert play games. Rupert takes it all nonchalantly, saying he doesn't care about winning or losing, he just has fun playing. By the end of the adventure, though, Rupert finally decides to drop this bombshell...
  Bill: With moves like that, I don't know why you've never beaten me.
  Rupert: (grinning slyly) Maybe because it's fun having you come back for more, Bill...
  Bill: (everything about him conveying sheer horror as the implications hit him) You don't mean...?
  • Cut to Bill "winning" a game of checkers and realizing, yep, Rupert's been letting him win every time so he would keep playing with him. Rupert, you manipulative little genius!
• For most of "Rupert and Little Yum", Constable Growler appears to be deceived by Sir Jasper and Scrogg's lies about not being guilty of any misconduct and blaming Rupert for troubling them, but the very end reveals that Growler was actually Obfuscating Stupidity and has a whole bunch of cops ready to turn Sir Jasper and Scrogg in while Rupert and Pong Ping return Yum to China.
• In "Rupert and the Crocodiles", Podgy uses his knowledge of the culinary arts to his advantage by distracting the crocodile preparing the stew he, Rupert, the captain, and the first mate are to be cooked in so that he can cut himself free of his bonds and do the same to the other three captives. He ends up caught, but he is fortunately helped out by the Serpent King and a bunch of other snakes, who save the lives of Rupert and friends as gratitude for Rupert freeing the Serpent King from being trapped under a log earlier.
• Rupert and Frances outwitting the Chameleon in "Rupert and the Tiger's Eye." Rupert parachutes out of the villain's plane with the stolen ruby into the getaway speed boat Frances stole from his mooks. Who do they think are, James Bond and his Bond girl?
• In "Rupert and the Fiddle," Rupert's the only one with the guts to tell the king to his face that his stubbornness is making everyone miserable and that there's no point in making himself and his daughter so unhappy by refusing to let her be with the man she loves. Everyone else who's spent the episode trying not to upset the king further is horrified, but Rupert's actually able to make him see reason and change his mind. Just by having the courage to speak up, Rupert restores Storyland to its natural state, enables 3 couples to be together, and restores harmony to the royal court. Not bad for a day's work.
• Bill proves to be a lot stronger than he looks. During the climax of "Rupert and the Lamp," Rupert falls out a high tower window grabbing the lamp. Bill grabs him by his ankles, getting pulled halfway out the window himself, but manages to keep them both from falling to their deaths. With the villains bearing down on them, there's no time to pull his friend inside, so Bill has to hold him in midair while Rupert rubs the lamp, trapping the Villain of the Week inside. Bill's then able to pull his friend all the way back inside to safety. Rupert definitely hit the sidekick jackpot with him!
• In "Rupert and the Cloud Pirates," Rupert defeats said pirate by dumping a rain making formula on the cloud that supports his ship, causing the cloud to rain itself away and the ship to fall to the ground, shattering and releasing the Four Winds that had been locked up.
• Rupert twice outfoxes the Fox twins in "Rupert and the Bell," first by tricking them out of Granny Goat's orchard, then by turning their own Bucket Booby-Trap on them.
• Rupert and Bill saving the village that will become Nutwood someday from being destroyed in "Rupert's Roman Adventure." How? Both by rushing in to stop the last attack with no hesitation or fear, despite risking being crushed, and by helping a soldier with a damaged chariot the night before, who reveals himself to be Caesar himself and all too happy to help them.
• Rupert really shows his Character Development in "Rupert and the Crystal Kingdom." In Season 1, he often got in trouble by blindly trusting people like Tong Lai too easily or by assuming everyone is good enough deep down to see the error of their ways and change, seeing everyone as a friend. Now, when he realizes he's caught in a conflict between two different sides, he refuses to assume anything or trust anyone until he gets the whole story, even taking the precaution of hiding the Mineral Macguffin they're fighting over until he knows who the right side is. He keeps his eyes open and keeps asking questions, observing everything off about Prince Lazuli, no matter how happy-go-lucky the latter tries to act. When he learns Lazuli really is an usurper whose excessive mining is destroying the kingdom, he doesn't consider asking him nicely to stop doing it — he immediately agrees to help the rebels destroy his palace. He then gets to go all action hero in the climax, Chandelier Swinging and kicking the villain into the organ, turning the palace into a Collapsing Lair. The young hero's definitely grown up since his Season 1 days as a naive Wide-Eyed Idealist.
• When circumstances lead to him and his mother getting roped into an adventure together in "Rupert and Mum's Adventure," Rupert's initially terrified, sure she won't be able to handle it. His mother surprises him, taking everything the mountain throws at them in stride and revealing all sorts of athletic skills her son never knew she had. It's easy to see where Rupert got his adventurous spirit from!
• "Rupert and the Great Mephisto" is pretty much A Day in the Limelight for Bill that turns all your expectations inside out. Even when it's clear the hypnotist is behind everything, Rupert, the All-Loving Hero embodiment of Incorruptible Pure Pureness, is the last person you'd expect to be turned into a helpless, mind-controlled thief, and when it reveals he is, you're as shocked to see it as Bill is. Bill (having been freed from the spell earlier) is able to snap his friend out of it and save him, allowing them both to figure out that Mephisto has hypnotized the whole town. Of course, he chases after the boys and hypnotizes Bill again, forcing him to act like a (non-anthropomorphic) dog. He then goes after Rupert, but surely the dauntless hero we've seen face so many superpowered foes will have the Heroic Willpower to resist him, right? Nope — "No one can resist the Great Mephisto" seems to be true, as Rupert starts falling under his spell again. It's not Rupert who fights through the mind control — it's Bill! Despite still being hypnotized, when he sees Rupert in danger, he still has enough control to recognize his best friend and rush to his rescue, saving him for the second time that night. Mephisto's mind control could make him act like a dog, but it's no match for The Power of Friendship. Maybe "no one can resist the Great Mephisto," but Bill came the closest. He claimed in the beginning that "Hypnosis will never work on me," and he proves he was half right. Perhaps it's seeing his brainwashed friend attack Mephisto that gives Rupert the confidence to figure out how to defeat him with a mirror and the courage to face him without flinching, telling him, after running from him in blatant panic, "You don't scare me, Mephisto!" When these two friends work together, no mind control will stop them.
• Rupert successfully trapping Billy Blizzard in "Rupert and the Deep Freeze," using an icy river and a surreptitiously-placed box of salt.
  Jack Frost: Why, Billy, don't you know it's not a good idea to go swimming when you're holding an ice wand?!