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In Donkey Kong Country, Diddy Kong's "minigame loss" animation is him stomping on his hat. In the Tanked Up Trouble level, it is possible to cause it to play while next to a ledge, resulting in Diddy throwing his hat into the abyss and jumping in after it, dying in the process.
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In Super Mario 64, it is possible to be blown off the bridge in Snowman's Land in such a way that Mario's hat lands under the star in the ice structure. This will make the hat irretrievable without restarting the game as Mario will always touch the star before putting it back on.
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In Super Mario Odyssey, if A is pressed on a specific frame while climbing this ledge in the Cap Kingdom, Mario will be stuck walking in place forever and not accept any further input, forcing the game to be reset.
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Addendum: thanks to preservation efforts by @forestillusion, @Render_Archive and @Nintoid, high-resolution screenshots of this area were finally discovered, seen below! twitter.com/forestillusion…
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In Donkey Kong Country 2, if Dixie lands on Rambi while performing a helicopter spin and B is pressed on the next frame while Y continues being held, the properties of the helicopter spin will be transferred onto Rambi, allowing him to float through the air.
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When Bowser attacks Peach's Castle in the beginning of Super Mario Galaxy, the Toads start panicking. However, some Toads remain loaded outside the playable area who continue their cheerful festival animations. Note the sounds of destruction and screaming Toads in the background.
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In Super Mario 64, if Z is pressed on the frame Mario touches a Koopa shell, he will not ride it, and instead the background music will restart from the beginning. Note the Bob-omb Battlefield music intro replaying whenever Mario crouches in the footage.
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A Mario reference was made in episode 270 of the Doctor Who TV series, where the Doctor describes a situation with "it's like Super Mario figuring out what's going on, deleting himself from the game because he's sick of dying."
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On the title screen of Mario Paint, clicking the "R" plays a sound. That sound is actually a voice saying "Odnetnin", or "Nintendo" backwards. The footage below first plays the clip normally, then reverses it, and finally slows it down to hear the original "Nintendo" voice.
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In Super Mario 64, if Mario is eaten by a Bubba fish enemy while surfing on a Koopa shell, the Bubba will eat only Mario and leave the shell floating on the surface of the water.
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In the Bowser's Fury mode of Super Mario 3D World + Bowser's Fury, positioning Plessie on specific spots on slopes will cause him to continuously oscillate between two angles, appearing to shake rapidly.
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