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* In MemoirsOfAGeisha, this happens to Hatsumomo and Mameha, both who were tutored by the same woman and Sayuri and Pumpkin, who started out as friends, but once [[spoiler: Mother adopted Sayuri instead of Pumpkin and she became a more popular geisha than Pumpkin]], they became rivals (at least in Pumpkin's mind).

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* In MemoirsOfAGeisha, this happens to Hatsumomo and Mameha, both who were tutored by the same woman and Sayuri and Pumpkin, who started out as friends, but once [[spoiler: Mother adopted Sayuri instead of Pumpkin and she became a more popular geisha than Pumpkin]], they became rivals (at least in Pumpkin's mind).


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[[AC: Web Original]]
* In one story in the WhateleyUniverse, Phase muses on how a lot of the time, villains started off as the hero's best friend, and wonders if one day he'll end up enemies with his friends Mal and Jadis, who are the children of supervillains (Mal wants to be a villain and Jadis hasn't said whether she wants to be a hero or not, though the answer is probably yes).
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* [[FantasticFour Reed Richards]] and [[DoctorDoom Victor von Doom]].
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* Terry McGinnis also received this treatment when his old friend fell back into crime and became Big Time in ''BatmanBeyond''.

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* Terry McGinnis [=McGinnis=] also received this treatment when his old friend fell back into crime and became Big Time in ''BatmanBeyond''.
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* In ''FushigiYugi'', Miaka and Yui are both best friends until the two are pitted against each other. The odd thing about this particular example is that Yui is deceived into thinking Miaka is the one who turned against her, and that she, not Yui, is the one who is turning evil.

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** Dumbledore and Grindelwald are a bit of an inversion, since Dumbledore was ''very'' morally ambiguous when they were still friends, and then he turned good while Grindelwald didn't.




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* In [[TransformersGeneration1 the original Transformers cartoon]], Starscream used to be Skyfire's best friend before the war.
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This trope occurs whenever a good aligned character (sometimes TheHero, but more commonly TheObiWan, TheDumbledore, TheAragorn, or the BigGood) is revealed to have had a history as friend, ally, mentor, or even student with a major villain (commonly the BigBad, but sometimes TheDragon or another high-ranking [[EvilMinions Evil Minion]]). Usually the friendship fell through simply because the future villain went power mad and the other character didn't want any more to do with it, but more complex and unusual variations exist. Sometimes it will be known all along, but sometimes it will be the subject of a dramatic reveal that can leadt TheHero to and the audience to reevaluate what they know about both characters.

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This trope occurs whenever a good aligned character (sometimes TheHero, but more commonly TheObiWan, TheDumbledore, TheAragorn, or the BigGood) is revealed to have had a history as friend, ally, mentor, or even student with a major villain (commonly the BigBad, but sometimes TheDragon or another high-ranking [[EvilMinions Evil Minion]]). Usually the friendship fell through simply because the future villain went power mad and the other character didn't want any more to do with it, but more complex and unusual variations exist. Sometimes it will be known all along, but sometimes it will be the subject of a dramatic reveal that can leadt lead TheHero to and the audience to reevaluate what they know about both characters.

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** Kazuma of the 12 Guardian Ninjas filler arc was one to Asuma, as they served together in the Guardian Ninjas until Kazuma betrayed the group with five of his comrades to make the daimyo the only "king" of the Land of Fire.




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* Enchu was formerly close friends with [[MuhyoAndRoji Muhyo]] and Yoichi, but turned to evil after his mother died and Muhyo became an executor instead of him, and serves as the main antagonist for much of the story.
* Toguro toward Genkai in YuYuHakusho.
* [[GeneralRipper Regius]] for Zest in MagicalGirlLyricalNanoha StrikerS. The two used to be friends while serving together in the bureau, and wanted to ensure that the Bureau's ground forces were able to deal with criminals and other threats. Over time, Regius lost sight of his ideals as he fell under the sway of the High Council, and eventually [[spoiler:Zest and nearly all his team were killed on a raid on a Combat Cyborg facility]]. Zest, [[spoiler:after being cloned]], sought out Regius for answers on why he changed, [[spoiler:but Due killed Regius before he could give any]].
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* HarveyDent is shown as a close friend of both {{Batman}} and CommissionerGordon before turning into {{Two-Face}}, particularly in ''TheLongHalloween''.

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* HarveyDent Harvey Dent is shown as a close friend of both {{Batman}} and CommissionerGordon Commissioner Gordon before turning into {{Two-Face}}, Two-Face, particularly in ''TheLongHalloween''.
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--->{{Satan}}, {{Brimstone}}


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--->{{Satan}}, --->'''{{Satan}}''', {{Brimstone}}

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* Yuka Sugimoto is this to Youko Nakajima in TheTwelveKingdoms, sort of. [[spoiler: She gets better once defeated, tho.]]
** In different degrees, also [[spoiler: Youko and Yuka's boyfriend Asano. He ''is'' closer to Youko than Yuka is, having known the future Queen of Kei from childhood.]]
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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss long time ago.]]''"

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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss long long]]'' time ago.]]''""
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* Terry McGinnis also received this treatment when his old friend fell back into crime and became Big Time in ''BatmanBeyond''.
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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss Long time ago.]]''"

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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss Long long time ago.]]''"
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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss Long]] time ago."

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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss Long]] Long time ago."]]''"
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-->"Don't be a fool. The only one I ever loved was God. And that was a ''[[TimeAbyss Long]] time ago."
--->{{Satan}}, {{Brimstone}}

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\n* In PercyJacksonAndTheOlympians, Luke was this to Annabeth and Thalia.

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* HarveyDent is shown as a close friend of both {{Batman}} and CommissionerGordon before turning into {{Two-Face}}, particularly in ''TheLongHalloween''.




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*In ''BatmanTheAnimatedSeries'', Harvey Dent starts off as a close friend of Bruce Wayne before he becomes Two-Face.
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* Dr. Light and Dr. Wily had this relationship in MegaMan.

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* Dr. Light and Dr. Wily had this relationship in MegaMan.''Game/MegaMan''.
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* Many tellings of the {{Satan}} story will have pre-Fall Lucifer as God's favorite angel.

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* Many tellings of the {{Satan}} story will have pre-Fall Lucifer as God's favorite angel. \n In some, he was Archangel Micheal's closest friend.

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* Darth Vader and Obi-Wan from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and closest friend.

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\n* Darth Vader and Obi-Wan from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and his closest friend.



* ToyStory3 Inverts this: Chuckles the Clown was friends with [[spoiler: Lotso]], who is the BigBad. Witnessing [[spoiler: Lotso]] become a monster resulted in him becoming bitter and cynical

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* ToyStory3 ''ToyStory3'' Inverts this: Chuckles the Clown was friends with [[spoiler: Lotso]], who is the BigBad. Witnessing [[spoiler: Lotso]] become a monster resulted in him becoming bitter and cynicalcynical.


















* ''{{Wicked}}'' has an interesting take on this (and this is true for the novel as well): although neither Elphaba nor Glinda is truly a villain in the novel at hand, its entire premise is that it functions as backstory to the original ''TheWizardOfOz''. If one were to take ''Wicked'' as behind-the-scenes canon for ''Wizard'', Elphaba's and Glinda's relationship--as friends in the former and on opposite sides of the conflict in the latter--would certainly qualify.

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* ''{{Wicked}}'' has an interesting take on this (and this is true for the novel as well): although neither Elphaba nor Glinda is truly a villain in the novel at hand, its entire premise is that it functions as backstory to the original ''TheWizardOfOz''. If one were to take ''Wicked'' as behind-the-scenes canon for ''Wizard'', Elphaba's and Glinda's relationship--as relationship -- as friends in the former and on opposite sides of the conflict in the latter--would latter -- would certainly qualify.



* In Norse myth, Odin and Loki were once sworn broothers.


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* In Norse myth, NorseMythology, Odin and Loki were once [[BloodBrothers sworn broothers.

brothers]].

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* Giles and Ethan from BuffyTheVampireSlayer



[[AC: Fokelore]]

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[[AC: Fokelore]]Folklore]]


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[[AC: Mythology]]
* In Norse myth, Odin and Loki were once sworn broothers.

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\n* In MemoirsOfAGeisha, this happens to Hatsumomo and Mameha, both who were tutored by the same woman and Sayuri and Pumpkin, who started out as friends, but once [[spoiler: Mother adopted Sayuri instead of Pumpkin and she became a more popular geisha than Pumpkin]], they became rivals (at least in Pumpkin's mind).

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* Revan and Malak in ''KnightsOfTheOldRepublic''. Inverted in that it's common knowledge that they used to be friends; the twist is that Revan is still alive and back with the Jedi.




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* Revan and Malak in ''KnightsOfTheOldRepublic''. Inverted in that it's common knowledge that they used to be friends; the twist is that Revan is still alive and back with the Jedi.
* The lead signature characters of ''CityOfHeroes'' and ''CityOfVillains'', Statesman and Lord Recluse, respectively, were best friends before Recluse joined Arachnos.
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* [[SoulEater Soul Eater's [[TheGrimReaper Shinigami]] and [[HumanoidAbomination Asura]] or Shinigami and [[HPLovecraft Eibon]]

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* [[SoulEater Soul Eater's Eater's]] [[TheGrimReaper Shinigami]] and [[HumanoidAbomination Asura]] or Shinigami and [[HPLovecraft Eibon]]
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* [[TheGrimReaper Shinigami]] and [[HumanoidAbomination Asura]] or Shinigami and [[HPLovecraft Eibon]]

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* [[SoulEater Soul Eater's [[TheGrimReaper Shinigami]] and [[HumanoidAbomination Asura]] or Shinigami and [[HPLovecraft Eibon]]
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* [[TheGrimReaper Shinigami]] and [[HumanoidAbomination Asura]] or Shinigami and [[HPLovecraft Eibon]]
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* ''{{Wicked}}'' has an interesting take on this (and this is true for the novel as well): although neither Elphaba nor Glinda is truly a villain in the novel at hand, its entire premise is that it functions as backstory to the original ''TheWizardOfOz''. If one were to take ''Wicked'' as behind-the-scenes canon for ''Wizard'', Elphaba's and Glinda's relationship--as friends in the former and on opposite sides of the conflict in the latter--would certainly qualify.

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Got it all sorted





* Darth Vader and Obi-Wan from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and closest friend.
** Count Dooku was also once a respected Jedi Master who got on well with his former teacher Yoda and peer Mace Windu. In this case the revelation, especially to the characters, was the fact that he'd turned evil rather than that he had been someone's friend.
* Fire Lord Sozin, the guy who started the War and the tradition of Fire Lords being [[EvilOverlord Evil Overlords]], was once best friends with Avatar Roku on ''AvatarTheLastAirbender'', though in a variation both characters are long dead by the time the viewer learns the details of their history.



* The Doctor and the Master, from ''DoctorWho''. They're still sort of Friendly Enemies, but when they were schoolkids together, they weren't enemies at all, and the Doctor has some serious angst about this.
-->''"Do you remember my father’s land back home? Pastures of red grass, stretching far across the slopes of Mount Perdition.'' ''[[MeadowRun We used to run across those fields all day,]]'' ''[[HoYay calling up at the sky...]]'' ''[[FoeYay Look at us now."]]''
* In ''{{Naruto}}'', Jiraiya, Tsunade and Orochimaru were once on the same squad. Jiraiya was Orochimaru's closest friend, before Orochimaru abandoned the Leaf Village. Jiraiya chased him down and tried to talk him out of it, but Orochimaru laughed in his face.



* Many tellings of the {{Satan}} story will have pre-Fall Lucifer as God's favorite angel.



* Vlad Masters from ''DannyPhantom'' was Danny's parents' best friend in college, until a botched experiment dreamed up by Danny's dad Jack disfigured him (and gave him superpowers, but he didn't find that out until later). Vlad is now dedicated towards three goals- killing Jack, convinving Maddie (Danny's mom) to fall in love with him, and making Danny his apprentice. Ironically, [[GeniusDitz Jack]] is the only one ''completely'' oblivious to all this.
* Michael Westen's former partner-in-spying Larry Sizemore, who becomes a PsychoForHire after he faked his death in Serbia. He shows up in Miami running a sort of freelance assassination business; he shows up in a few episodes, during which he forces Michael into Enemy Mine situations.
* It's a plot-point in ''{{Unbreakable}}'', and the last spoken lines in the film are the evil former friend specifically talking about it as a trope in fiction.
* Athos and Nergal from ''FireEmblem''.
* Plankton to Mr. Krabs in ''SpongebobSquarepants''



* Alec Trevelyan in {{Goldeneye}}.
* Delia Ketchum used to date Giovanni in the ''{{PokemonLive}}'' musical.
* The Shredder had this relationship with the Ninja Tribunal in the second ''[[TMNT2003 Teenage Mutant Ninja Turtles]]'' series.
* Dr. Light and Dr. Wily had this relationship in MegaMan.
* Popular folklore has Billy the Kid and Pat Garret as an example of this, although their friendship was never actually documented.

* TheBatman gives us Ethan Bennett, both a high-school friend of Bruce Wayne's and one of the only cops willing to give Batman a chance. [[spoiler: Naturally, he's accidentally turned into Clayface into the Season 1 finale. He eventually becomes a good guy again after spending a while in the HeelFaceRevolvingDoor.]]


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[[AC: Film]]

* Darth Vader and Obi-Wan from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and closest friend.
** Count Dooku was also once a respected Jedi Master who got on well with his former teacher Yoda and peer Mace Windu. In this case the revelation, especially to the characters, was the fact that he'd turned evil rather than that he had been someone's friend.


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* Alec Trevelyan in {{Goldeneye}}.
* It's a plot-point in ''{{Unbreakable}}'', and the last spoken lines in the film are the evil former friend specifically talking about it as a trope in fiction.


[[AC: WesternAnimation]]
* Fire Lord Sozin, the guy who started the War and the tradition of Fire Lords being [[EvilOverlord Evil Overlords]], was once best friends with Avatar Roku on ''AvatarTheLastAirbender'', though in a variation both characters are long dead by the time the viewer learns the details of their history.
* Vlad Masters from ''DannyPhantom'' was Danny's parents' best friend in college, until a botched experiment dreamed up by Danny's dad Jack disfigured him (and gave him superpowers, but he didn't find that out until later). Vlad is now dedicated towards three goals- killing Jack, convinving Maddie (Danny's mom) to fall in love with him, and making Danny his apprentice. Ironically, [[GeniusDitz Jack]] is the only one ''completely'' oblivious to all this.
* Plankton to Mr. Krabs in ''SpongebobSquarepants''
* TheBatman gives us Ethan Bennett, both a high-school friend of Bruce Wayne's and one of the only cops willing to give Batman a chance. [[spoiler: Naturally, he's accidentally turned into Clayface into the Season 1 finale. He eventually becomes a good guy again after spending a while in the HeelFaceRevolvingDoor.]]
* The Shredder had this relationship with the Ninja Tribunal in the second ''[[TMNT2003 Teenage Mutant Ninja Turtles]]'' series.


[[AC: Live Action TV]]
* The Doctor and the Master, from ''DoctorWho''. They're still sort of Friendly Enemies, but when they were schoolkids together, they weren't enemies at all, and the Doctor has some serious angst about this.
-->''"Do you remember my father’s land back home? Pastures of red grass, stretching far across the slopes of Mount Perdition.'' ''[[MeadowRun We used to run across those fields all day,]]'' ''[[HoYay calling up at the sky...]]'' ''[[FoeYay Look at us now."]]''
* BurnNotice has Michael Westen's former partner-in-spying Larry Sizemore, who becomes a PsychoForHire after he faked his death in Serbia. He shows up in Miami running a sort of freelance assassination business; he shows up in a few episodes, during which he forces Michael into Enemy Mine situations.

[[AC: Anime and Manga]]

* In ''{{Naruto}}'', Jiraiya, Tsunade and Orochimaru were once on the same squad. Jiraiya was Orochimaru's closest friend, before Orochimaru abandoned the Leaf Village. Jiraiya chased him down and tried to talk him out of it, but Orochimaru laughed in his face.

[[AC: Religion]]

* Many tellings of the {{Satan}} story will have pre-Fall Lucifer as God's favorite angel.

[[AC: VideoGames]]
* Athos and Nergal from ''FireEmblem''.
* Dr. Light and Dr. Wily had this relationship in MegaMan.

[[AC: Musical]]

* Delia Ketchum used to date Giovanni in the ''{{PokemonLive}}'' musical.

[[AC: Fokelore]]
* Popular folklore has Billy the Kid and Pat Garret as an example of this, although their friendship was never actually documented.

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[[AC: {{Comics}}]]



* {{Superman}} and LexLuthor, in [[SilverAge some]] [[{{Smallville}} versions.]]

[[AC: {{Literature}}]]



* Darth Vader and Obi-Wan from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and closest friend.
** Count Dooku was also once a respected Jedi Master who got on well with his former teacher Yoda and peer Mace Windu. In this case the revelation, especially to the characters, was the fact that he'd turned evil rather than that he had been someone's friend.

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* Darth Vader Gandalf and Obi-Wan Saruman from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and closest friend.
** Count Dooku was also once a respected Jedi Master who got on well with his former teacher Yoda and peer Mace Windu. In this case
''TheLordOfTheRings'' have elements of this, though their relationship doesn't shatter until early in the revelation, especially to present storyline (though the characters, was the fact books at least show that he'd turned evil rather than that he it had been someone's friend.fraying for a while before that because of Saruman's jealousy).






* Darth Vader and Obi-Wan from ''StarWars'' are a double-hitter, as Vader (as Anakin Skywalker) was both Obi-wan's student and closest friend.
** Count Dooku was also once a respected Jedi Master who got on well with his former teacher Yoda and peer Mace Windu. In this case the revelation, especially to the characters, was the fact that he'd turned evil rather than that he had been someone's friend.



* Gandalf and Saruman from ''TheLordOfTheRings'' have elements of this, though their relationship doesn't shatter until early in the present storyline (though the books at least show that it had been fraying for a while before that because of Saruman's jealousy).



* {{Superman}} and LexLuthor, in [[SilverAge some]] [[{{Smallville}} versions.]]

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* {{Superman}} and LexLuthor, in [[SilverAge some]] [[{{Smallville}} versions.]]
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* In ''{{Naruto}}'', Jiraiya, Tsunade and Orochimaru were once on the same squad. Jiraiya was Orochimaru's closest friend, before Orochimaru abandoned the Leaf Village. iraiya chased him down and tried to talk him out of it, but Orochimaru laughed in his face.

to:

* In ''{{Naruto}}'', Jiraiya, Tsunade and Orochimaru were once on the same squad. Jiraiya was Orochimaru's closest friend, before Orochimaru abandoned the Leaf Village. iraiya Jiraiya chased him down and tried to talk him out of it, but Orochimaru laughed in his face.

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