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[[folder:Advertising]]
* This [=FriXion=] Erasable Pen [[https://www.youtube.com/watch?v=pKdvCRWBeCM commercial]], where the nameless "loser" protagonist is jealous of his cool best friend Josh. At least the [[https://www.youtube.com/watch?v=G3zTiPJFAD0 second version]] ends on a happier note with the two remaining friends regardless.
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* ''Disney/BeautyAndTheBeast'': Gaston is the most popular man in town: TallDarkAndHandsome, strong and skilled and has an army of cute girl at his feet. His best friend? An overweight, short, unattractive guy. Lefou is Gaston's pet and ButtMonkey, and the relationship works on the dynamics that Lefou inflates Gaston's ego and give him ideas (since Gaston is quite dumb).

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* ''Disney/BeautyAndTheBeast'': Gaston is the most popular man in town: TallDarkAndHandsome, strong and skilled and has an army of cute girl at his feet. His best friend? An overweight, short, unattractive guy. Lefou is Gaston's pet and ButtMonkey, and the relationship works on the dynamics that Lefou inflates Gaston's ego and give him ideas (since Gaston is quite dumb). [[spoiler: Though the [[Film/BeautyAndTheBeast2017 live-action version]] has Gaston abandoned Lefou in the climax.]]


* ''Manga/MyLoveStory'': Takeo and Suna. Suna is a popular {{Bishonen}} while Takeo is a socially awkward hulking giant who is unpopular with the ladies. Despite this, they're extremely good friends, and Suna repeatedly refuses to date girls who are too judgmental about Takeo.

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* ''Manga/MyLoveStory'': Downplayed with Takeo and Suna. Suna is a popular {{Bishonen}} while Takeo is a socially awkward hulking giant who is unpopular with the ladies. Despite this, they're extremely good friends, and Suna repeatedly refuses to date girls who are too judgmental about Takeo. is widely admired by boys at his school, but most girls won't give him a passing glance due to his large physique.

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* ''Literature/{{Wicked}}'':
** Boq is a bit of a nerdy, quiet fellow while Avaric is a popular student at Shiz.
** Socialite Glinda spends a chunk of Shiz ignoring her unusual, nerdy roommate, but eventually her and Elphaba become friends. She ends up abandoning her former friends to hang out with Elphaba, her sister, and their group of friends.


* ''Anime/{{DAYS}}'': Tsukushi and Kazama. Tsukushi is awkward, painfully shy, and has no special talents while Kazama is confident, popular and a soccer genius. They're still inseparable, and [[BerserkButton it's best not to call Tsukushi a loser on Kazama's watch]].

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* ''Anime/{{DAYS}}'': ''Manga/{{DAYS}}'': Tsukushi and Kazama. Tsukushi is awkward, painfully shy, and has no special talents while Kazama is confident, popular and a soccer genius. They're still inseparable, and [[BerserkButton it's best not to call Tsukushi a loser on Kazama's watch]].


* Kita and Grady from ''Literature/{{Parrotfish}}''. Kita is the cool individualistic popular kid while Grady is bullied for being trans and even ignoring that he's a somewhat nerdy former homeschooled kid. Grady has a crush on Kita and [[spoiler:she likes him back, however she likes her boyfriend more]].

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* Kita and Grady from ''Literature/{{Parrotfish}}''. Kita is the cool individualistic popular kid while Grady is bullied for being trans and and, even ignoring that that, he's a somewhat nerdy nerdy, former homeschooled kid. Grady has a crush on Kita and [[spoiler:she likes him back, however she likes her boyfriend more]].


* ''Manga/{{Naruto}}'': Naruto is seen as the annoying class clown and is a friendless loser who can't even do basic jutsu at the start of the series. His {{Vitriolic Best Bud|s}} is the ever-popular ChickMagnet Sasuke who is also [[TheAce very capable for his age]]. By the end of the series, however, their roles have been reversed as Naruto is now well-liked while Sasuke's reputation is rocky.

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* ''Manga/{{Naruto}}'': Naruto is seen as the annoying class clown ClassClown and is a friendless loser who can't even do basic jutsu at the start of the series. His {{Vitriolic Best Bud|s}} is the ever-popular ChickMagnet Sasuke who is also [[TheAce very capable for his age]]. By the end of the series, however, their roles have been reversed as Naruto is now well-liked while Sasuke's reputation is rocky.


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* In ''Literature/SailorNothing'', Himei's OnlyFriend is Aki. Aki is one of the most popular girls in school, while Himei is seen as a weird, moody outcast. The two are friends but Aki hides this from her GirlPosse (who tease Himei by [[MaliciousMisnaming calling her "Henmei"]]).
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** It also seems that Snape had this status with Lucius Malfoy despite the latter being older, rich, pure-blooded and a snob.
** While James Potter and Sirius Black were athletic and well liked as students, they were best friends with Remus Lupin and Peter Pettigrew who by most standards wouldn't be considered cool.

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* This pretty much sums up Ishigami's entire social circle in ''Manga/KaguyaSamaLoveIsWar''. Given the fact that his reputation was destroyed thanks to an incident back in middle school, all of the people that he becomes friends with during the course of the series are ''vastly'' higher than him on the social totem pole. This extends all the way to Kaguya and Tsubame, who are two of the most popular girls in school.

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* In ''Literature/FatKidRulesTheWorld'', Curt is a local rock legend at his school. He befriends Troy, a friendless teen with terrible self esteem, and the two form a band together.

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* ''Anime/DigimonUniverseApplimonsters'': TheHero Haru is a nerdy and shy bookworm. His mutual best friend is Yuujin, who's athletic, handsome and popular with everyone. Everyone wonders at how these two could become best friends while being so different.


* ''Manga/DeliciousInDungeon'' had Marcille, [[BookSmart top of her class]], admired and popular, with dreamy, spacey Falin, who was looked down on by the rest of their classmates. After Marcille gets to know Falin better, they become very close friends.

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* ''Manga/DeliciousInDungeon'' had Marcille, [[BookSmart [[TheSmartGuy top of her class]], admired and popular, with dreamy, spacey Falin, who was looked down on by the rest of their classmates. After Marcille gets to know Falin better, they become very close friends.

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* ''Manga/DeliciousInDungeon'' had Marcille, [[BookSmart top of her class]], admired and popular, with dreamy, spacey Falin, who was looked down on by the rest of their classmates. After Marcille gets to know Falin better, they become very close friends.

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* ''Nerd and Jock Comics'' has its whole premise be about the popular, fit Jock being friends with the meek, introverted Nerd. They're complete opposites, but their bond is very tight.


* ''Webcomic/{{Homestuck}}''. The friendship between [[LovableNerd John Egbert]] and [[CoolShades Dave Strider]] is a prime example of this.


* PlayedWith on ''WesternAnimation/MiraculousLadybug'': [[AlphaBitch Chloe]]'s "[[WithFriendsLikeThese best friend]]" is Sabrina, a {{Meganekko}} who's main outfit includes a sweater vest and bow tie. That said, when she's not being [[AllGiveAndNoTake abused]] by Chloe, she basically functions as your typical BetaBitch.

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* PlayedWith on ''WesternAnimation/MiraculousLadybug'': [[AlphaBitch Chloe]]'s "[[WithFriendsLikeThese best friend]]" is Sabrina, a {{Meganekko}} who's main outfit includes a sweater vest and bow tie. That said, when she's not being [[AllGiveAndNoTake [[AllTakeAndNoGive abused]] by Chloe, she basically functions as your typical BetaBitch.

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