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- Judai/Jaden from Yu-Gi-Oh! GX embodies this trope to the extent that, when he takes the first season finale seriously (even though absolutely nothing is riding on it and he just laughed his way through a battle for the fate of the world), he starts losing. This only lasts until the third season, when he starts taking everything seriously and has a Face–Heel Turn.
- In the real-life version, this is a very legitimate strategy to take against some players. Having an easy smile on your face when your opponent massively overextends and is about to rush you to death can sometimes be more a more effective defense than a filled back row.
- Dragon Ball Z:
- Cell demonstrates the second interpretation of this trope when he reaches his Perfect form, an end-result of having Freeza's and the arrogant Vegeta's cells in him. Wanting to see Gohan's hidden power for a greater challenge, he crushes Android 16's head beneath his foot to have his anger erupt. Needless to say, his wish was granted. Once the pissed-off, now Super Saiyan 2 Gohan starts pounding him with ease, Perfect Cell gets angry and drops his Cavalier Competitor attitude, since the game isn't fun anymore. Were it not for Goku stepping in, Perfect Cell would have taken his ball and gone home.
- Freeza himself is another example of the second interpretation of this trope. He often plays cat-and-mouse with his enemies because he is so certain of his power.
- Also Buu and Gotenks, Gotenks makes up one of the most bizarre and powerful attacks in the series just for fun, and Buu is the embodiment of this trope once he kills Babidi, absorbs the good Buu, and he seeks out Gotenks as a worthy foe, but quickly gets bored and decides to read a book instead.
- Buu, much like Cell before him, plays the second interpretation straight. He's cavalier about a fight so long as he's the one winning. The moment someone stronger comes around, it's no longer fun and he starts to suffer epic breakdowns.
- Fat Buu continues to enjoy fights even when he's losing, and Kid Buu doesn't seem to have the capacity for frustration.
- Goku himself is combination of the first variety of this and Spirited Competitor unless his opponent's evil registers to him even more than their power does. Which usually becomes the case when they do something sick like blowing up his best friend with a sadistic grin on their face.
- Cell displays this same attitude as a mentor in Dragon Ball Xenoverse, openly calling it a "game" where he sees how much he can improve an imperfect being (namely, you) and calling you his pawn. Likewise, his post-battle analysis has more to do with how entertaining he found the fight than how well you actually fought, ranging from abject disappointment ("You couldn't even kill TIME!") to sheer joy ("I'd totally hug you if I did that sort of thing!").
- Kay from Saunders High in Girls und Panzer. In a game where some girls have been disowned for losing a match, she's more concerned about having a good time and sportsmanship than winning. Her Badass Creed is "Your tank will cry if you are a bad person."
- Subverted in Hikaru no Go. When Akira first meets Hikaru, it seems like this trope is being played out to a T: Akira, the genius wonderkid, gets his ass handed to him at Go by Hikaru, who seems to take the whole thing as a joke and says it's his first time playing. The match shocks Akira to the point that he spends years obsessing over it. The irony is, Hikaru isn't really playing at all, he's just following the orders of his ghost companion who Akira can't see; said ghost is an INCREDIBLY serious competitor and definitely not cavalier.
- Later on, when Hikaru begins playing Go on his own, he plays Akira again and gets destroyed. This makes Akira even more angry, because he thinks Hikaru is being so caviler, he's not even trying.
- Suzuhara Misaki completely exemplifies this trope in Kidou Tenshi Angelic Layer; she plays to have fun. After all, when all is said and done, it really is just a game, and not Serious Business at all. Her attitude is shared by several others in the series whether they compete or not, including the creator of the game, and while she repeatedly faces opponents who take the game far more seriously than she does, this attitude also proves to be quite infectious.
- This trope was used as Character Development for Amber in Hairspray. Her mom orchestrated Tracy's exclusion to win a call in competition for her, and once defeated, Amber gets over it ("Mom, I lost. Let's just deal with it"), Her mom didn't take it so well.
- Randy in Balls of Fury goes into the tournament thinking it's a highly competitive but still harmless ping pong game, and can't understand all the extreme attitudes about it. However, their interpretation of "Sudden Death" ping pong has actual death for the losers. He loses the Cavalier Competitor attitude pretty fast after that.
- For a serf, the Tourney in the Apprentice Adept series means the difference between exile, continued tenure as a serf, and full Citizenship (being a life of ridiculous luxury and freedom), and thus is extremely Serious Business. Citizens can enter if they feel like it, with nothing at stake. Stile's Tourney opponents in the first trilogy include the Rifleman, a Worthy Opponent who takes the skill and competition very seriously, and honestly wishes Stile success after Stile defeats him, and an unnamed ten-year-old boy (who's parents tenure was up and had nothing to lose) who "beats" him in a "contest" of slot machines and crows about it disgustingly, while Stile now only needs one more loss to disqualify him from the Tourney, which is fairly life-or-death by this stage.
- In The Demonata a character manages to win Chess with Death against Lord Loss in this way. Unfortunately, this upset Lord Loss so much that he could no longer gain any enjoyment from chess, reverting to inflicting suffering on mortals as his primary means of amusement.
- Servant Assassin has this attitude towards the Grail War itself in Fate/stay night: He's only in it for the promise of one good sword fight and treats everything else in it with cavalier disinterest. Justified because the War is rigged against him anyway; he is the one Servant who literally cannot win the War in any possible way. Consequently, the promise of one good fight is all he has. He also fulfils the second stipulation of 'usually winning' by being the best sword-fighter in the Grail War and occupying some very favourable home ground, and can afford to be calm about any duels that do come his way.
- Twilight Sparkle pulls this one off in the My Little Pony: Friendship Is Magic episode "Fall Weather Friends." During the big Running of the Leaves race, Applejack and Rainbow Dash develop an intense rivalry and take the race very seriously. Twilight, a first-timer who is quite non-athletic, is seen just strolling along throughout the race, admiring the autumn leaves with a peaceful expression on her face. In the end, Twilight comes in fifth, which isn't a great showing, but her friends come in dead last because they tired themselves out too quickly, whereas Twilight paced herself and saved all her energy for the final stretch.