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* ''VideoGame/TheThaumaturge'': A drunken wager is revealed to be central to the events of "The Price of Friendship". [[spoiler:While they were both drunk, Petya bet Ludwik a large sum of money that he could walk on a balcony railing at the Imperial Hotel; Ludwik, needing the money for a chance at marrying his girlfriend Hanna, accepted, but he slipped and died.]]
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* LetsPlay/PartyCrashers: In "[[https://www.youtube.com/watch?v=h7u3THzJ7Ns This Mario Party CPU lost me $100]]", the fellas make a money bet on ''VideoGame/MarioParty6''[='=]s Easy [=CPUs=], with the stakes being that 4th place must give $100 to 1st place, while 3rd place must $50 to 2nd place. They would do this again in "[[https://www.youtube.com/watch?v=vk4tlLanDhY we bet money on Mario Party CPUs]]", except this time 4th place must give $200 to 1st place, while 3rd must give $100 to 2nd place.
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* LetsPlay/PartyCrashers: WebVideo/PartyCrashers: In "[[https://www.youtube.com/watch?v=h7u3THzJ7Ns This Mario Party CPU lost me $100]]", the fellas make a money bet on ''VideoGame/MarioParty6''[='=]s Easy [=CPUs=], with the stakes being that 4th place must give $100 to 1st place, while 3rd place must $50 to 2nd place. They would do this again in "[[https://www.youtube.com/watch?v=vk4tlLanDhY we bet money on Mario Party CPUs]]", except this time 4th place must give $200 to 1st place, while 3rd must give $100 to 2nd place.
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** Henry of Brittany foolishly made one with his younger brother over whether he could purchase a dragon from Stoick. If his brother won then he'd get Henry's inheritance, if Henry won then he'd "get" his brother's betrothed. Stoick is so appalled he rescinds hospitality rights and has him thrown off the island.
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** Henry of Brittany foolishly made one with his younger brother over whether he could purchase a dragon from Stoick. If his brother won then he'd get Henry's inheritance, if Henry won then he'd "get" his brother's betrothed. Stoick is so appalled he rescinds hospitality rights and has him thrown off the island. [[spoiler:It's implied he later had his own brother killed to get both the inheritance ''and'' his betrothed, despite failing to get a dragon.]]
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* ''Fanfic/AThingOfVikings'':
** Henry of Brittany foolishly made one with his younger brother over whether he could purchase a dragon from Stoick. If his brother won then he'd get Henry's inheritance, if Henry won then he'd "get" his brother's betrothed. Stoick is so appalled he rescinds hospitality rights and has him thrown off the island.
** In Chapter 22, after Tuffnut is named a thane of House Fairhair, Hiccup, Astrid, and Wulfhild start a betting pool on how long it'll take for him to realize that Ruffnut now outranks him, as ''Queen'' of House Fairhair. Gobber chastises them for gambling... [[HypocriticalHumor before placing his own bet]].
** In Chapter 45, Rhonda apparently won a bet with her husband and sister-wives over whether or not Hiccup, Astrid and Wulfhild would come to them for advice.
** Ruffnut and Tuffnut have a running bet going over who can learn more languages.
** Henry of Brittany foolishly made one with his younger brother over whether he could purchase a dragon from Stoick. If his brother won then he'd get Henry's inheritance, if Henry won then he'd "get" his brother's betrothed. Stoick is so appalled he rescinds hospitality rights and has him thrown off the island.
** In Chapter 22, after Tuffnut is named a thane of House Fairhair, Hiccup, Astrid, and Wulfhild start a betting pool on how long it'll take for him to realize that Ruffnut now outranks him, as ''Queen'' of House Fairhair. Gobber chastises them for gambling... [[HypocriticalHumor before placing his own bet]].
** In Chapter 45, Rhonda apparently won a bet with her husband and sister-wives over whether or not Hiccup, Astrid and Wulfhild would come to them for advice.
** Ruffnut and Tuffnut have a running bet going over who can learn more languages.
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* LetsPlay/PartyCrashers: In "[[https://www.youtube.com/watch?v=h7u3THzJ7Ns This Mario Party CPU lost me $100]]", the fellas make a money bet on ''VideoGame/MarioParty6''[='=]s Easy [=CPUs=], with the stakes being that 4th place must give $100 to 1st place, while 3rd place must $50 to 2nd place. They would do this again in "[[https://www.youtube.com/watch?v=vk4tlLanDhY we bet money on Mario Party CPUs]]", except this time 4th place must give $200 to 1st place, while 3rd must give $100 to 2nd place.
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* In ''[[https://archiveofourown.org/works/35981173/chapters/89696758 you turned out to be the best thing i never had]]'', Rose and Juleka notice that Lila is scamming her new class into donating their clothing to a fake charity. The two girls make a bet as to whether or not Lila will show up to school wearing the clothing. Sure enough, she does and Rose pays for their next date.
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* In ''[[https://archiveofourown.org/works/35981173/chapters/89696758 you turned out to be the best thing i never had]]'', ''Fanfic/KillTheLights'', Rose and Juleka notice that Lila is scamming her new class into donating their clothing to a fake charity. The two girls make a bet as to whether or not Lila will show up to school wearing the clothing. Sure enough, she does and Rose pays for their next date.
