History Main / BestOutOfInfinity

* ''WesternAnimation/TheLegendOfKorra'': When Asami and Bolin start playing Pai Sho to pass time during a stakeout, she turns out to be ''much'' better at the game, leading to Bolin repeatedly rematching her. It ends when [[TeamPet Pabu]] jumps on the board and scrambles all of the pieces.

* In ''Manga/HeavensLostProperty'', Tomoki is humiliated after scoring the lowest in a trivia game show. In an attempt to prove he isn't dumb, he challenges TheDitz Astraea to a game of TabletopGame/{{Go}}, but she easily wins. He angrily challenges her to more games, degenerating from TabletopGame/{{Shogi}} to foosball, video games, baseball, etc. with Nymph {{lampshad|eHanging}}ing that the later games don't prove intelligence. Astraea wins 26-25.

* Happens in ''Series/CornerGas'' when Emma tries to reclaim some money her husband gave to Hank by challenging him to a game of pool. Hank brags that he's really good at pool and that it wouldn't be fair to Emma, making it seem like it's going to play out as a BreakTheHaughty scenario where Emma stomps Hank flat, but in the next scene we find out that Hank beat Emma 10 games in a row. When Emma requests "best 11 out of 21", Hank just gives her the money so that he can finally go home.

** In "Dragonshy", Rarity and Pinkie Pie play tic-tac-toe while waiting for Applejack and Fluttershy, with Pinkie Pie winning 35 straight games. Rarity grumbles about this, then brightly proposes, "Best of seventy-one?"

* In ''[[LightNovel/MyNextLifeAsAVillainessAllRoutesLeadToDoom My Next Life As A Villainess]]'', the young Prince Alan challenges Catarina to a "fight," which ends up being a tree-climbing contest. She wins effortlessly, but he keeps coming back for rematches, and continues to lose. He fails at every attempt until she decides to switch to a piano-playing contest (partly because her mother doesn't approve of her climbing trees). Things [[PlayedForDrama take a less humorous turn]] when her proclaiming him the obvious winner at piano-playing only makes him insist she's making fun of him, and it turns out he has a major inferiority complex over his brother Jeord, who's [[TheAce ridiculously good at everything]].

* In one ''Machinima/RedVsBlue'' episode, Grif tries to invoke this on Caboose with TheQuietGame, clearly trying to get him to shut up. [[TheDitz Caboose being Caboose]], however, it doesn't really work.

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[[folder: Film - Live-Action]]
* In ''[[Film/BillAndTed Bill & Ted's Bogus Journey]]'', the title characters attempt to win their freedom in a game of ChessWithDeath in a sequence reminiscent of ''The Seventh Seal''. Only instead of chess, the boys play Twister, Battleship, and a variety of other contemporary games, which Death keeps losing. (Of course, Death doesn't want to admit he's losing to these airheads so he keeps altering the conditions of the challenge, making it "best 2 out of 3", "best 3 out of 5" and so on...)
** This is actually used as a plot point in the original script, which was used for the comic book adaptation. At the Battle of the Bands, Bill and Ted are repeatedly killed by their robotic {{Evil Counterpart}}s, and they make Death bring them back each time, citing the number of games at which they beat him.
*** The novel drops the number of resurrections to 2, saying he (Death) owed them one life per game (so 4)
* Appears in ''Film/{{Daredevil}}''. A darts player in a pub asks "Best of three?" after being beaten by Bullseye, who scored four bullseyes in a row.

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* ''WebComic/TowerOfGod'': On the Hell Train, Khun promises to face Rachel in a contest where he's not inherently better than [[{{Muggles}} she]] is [[SuperStrength in]] [[SuperToughness every]] [[SuperSpeed respect]]... so they toss a coin, to see whom god wants to win. After she loses, she insists that Khun must have cheated (somebody notes that this was probably true, but he couldn't do it a second time) and wants to ignore that result and try again. He concedes, and loses. But after she just wanted a rematch, it's easy for him to insist on making it best two out of three instead.

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[[folder: Western Animation ]]

* In ''WesternAnimation/ToyStory'', with Mr. Potato-Head, losing at Strip Battleship with Hamm, says "How about three out of five?" after losing his nose.

* ''WesternAnimation/{{Rugrats}}'' did this trope straight-up, with Angelica challenging Susie to "two out of five", "two out of nine", and "two out of fourteen".

* After the [[AMinorKidtroduction Minor Kidtroduction]] of ''WesternAnimation/{{Tangled}}'', we come across Rapunzel playing hide-and-seek with Pascal - which Rapunzel wins handily.

* In one ''Machinima/RedVsBlue'' episode, Grif tries to invoke this on Caboose with the quiet game, clearly trying to get him to shut up. [[TheDitz Caboose being Caboose]], however, it doesn't really work.

* The ''WesternAnimation/{{Dilbert}}'' animated series had the PointyHairedBoss insist on a best three out of five after losing a pair of chess games [[EpicFail against a Pineapple]].

* In a ''ComicBook/DarkwingDuck'' comic, Launchpad is sending Drake through this trope to snap him out of a TenMinuteRetirement.

* In one ''Machinima/RedVsBlue'' episode, Grif did this to Caboose repeatedly with the silent game. Lampshaded by Caboose:
--> "It's like you're not even playing at all!"

* ''WesternAnimation/TheLegendOfKorra'': Asami and Bolin engage in this with a game of Pai Sho to pass time during Team Avatar's stakeout on Aiwei. It ends when [[TeamPet Pabu]] jumps on the board and scrambles all of the pieces.

* In ''[[LightNovel/MyNextLifeAsAVillainessAllRoutesLeadToDoom My Next Life As A Villainess]]'', the young Prince Alan challenges Katarina to a "fight," which ends up being a tree-climbing contest. She wins effortlessly, but he keeps coming back for rematches, and continues to lose. He fails at every attempt until she decides to switch to a piano-playing contest (partly because her mother doesn't approve of her climbing trees). Things [[PlayedForDrama take a less humorous turn]] when her proclaiming him the obvious winner at piano-playing only makes him insist she's making fun of him, and it turns out he has a major inferiority complex over his brother Jeord, who's [[TheAce ridiculously good at everything]].

* After the [[AMinorKidtroduction Minor Kidtroduction]] of ''Disney/{{Tangled}}'', we come across Rapunzel playing hide-and-seek with Pascal - which Rapunzel wins handily.

* ''WebComic/TowerOfGod'': On the Hell Train, Koon promises to face Rachel in a contest where he's not inherently better than [[{{Muggles}} she]] is [[SuperStrength in]] [[SuperToughness every]] [[SuperSpeed respect]]... so they toss a coin, to see whom god wants to win. After she loses, she insists that Koon must have cheated (somebody notes that this was probably true, but he couldn't do it a second time) and wants to ignore that result and try again. He concedes, and loses. But after she just wanted a rematch, it's easy for him to insist on making it best two out of three instead.

* A ''WesternAnimation/LoudHouse'' comic has Lynn and Lynn Sr. engaging in one of these while playing Jenga. The contest lasts through the days and into the night, when the tower gets knocked over right when they were about to have a tie-breaker by Cliff the Cat. Having grown tired of Jenga, they decide to move the competition to video games.

* In ''Manga/HeavensLostProperty'', Tomoki is humiliated after scoring the lowest in a trivia game show. In an attempt to prove he isn't dumb, he challenges TheDitz Astraea to a game of TabletopGame/{{Go}}, but she easily wins. He angrily challenges her to more games, degenerating from Shogi to foosball, video games, baseball, etc. with Nymph {{lampshad|eHanging}}ing that the later games don't prove intelligence. Astraea wins 26-25.

* ''WebComic/TowerOfGod'': On the Hell Train, Koon promises to face Rachel in a contest where he's not inherently better than her [[SuperStrength in]] [[SuperToughness every]] [[SuperSpeed respect]]... so they toss a coin, to see whom god wants to win. After she loses, she insists that Koon must have cheated (somebody notes that this was probably true, but he couldn't do it a second time) and wants to ignore that result and try again. He concedes, and loses. But after she just wanted a rematch, it's easy for him to insist on making it best two out of three instead.