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* WTHCostumingDepartment: HBK has had quite the eclectic and memorable wardrobe throughout his career, but one infamous blemish -- primarily due to the fact the match itself was memorable for Michaels in all of the ''right'' reasons -- was his ''brown'' tights in the Elimination Chamber match at ''Wrestling/SurvivorSeries'' 2002. Not only were they in an uncharacteristically unflattering color, [[ObviousBeta they also weren't even finished]] -- they were supposed to spell out "HBK" in blue/white letters, but only the "H" was properly stitched on by the time of the match and he had to make do.

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* WTHCostumingDepartment: HBK has had quite the eclectic and memorable wardrobe throughout his career, but one infamous blemish -- primarily due to the fact the match itself was memorable for Michaels in all of the ''right'' reasons -- was his ''brown'' tights in the Elimination Chamber match at ''Wrestling/SurvivorSeries'' 2002. Not only were they in an uncharacteristically unflattering color, [[ObviousBeta they also weren't even finished]] -- they were supposed to spell out "HBK" in blue/white letters, but only the "H" was properly stitched on by the time of the match and he had to make do. Funnily enough, he never would wear this gear again, likely because even if finished as intended, it wouldn't be that much of an improvement.
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* WTHCostumingDepartment: HBK has had quite the eclectic and memorable wardrobe throughout his career, but one infamous blemish -- primarily due to the fact the match itself was memorable for Michaels in all of the ''right'' reasons -- was his ''brown'' tights in the Elimination Chamber match at ''Wrestling/SurvivorSeries'' 2002. Not only were they in an uncharacteristically unflattering color, [[ObviousBeta they also weren't even finished]] -- they were supposed to spell out "HBK" in blue/white letters, but only the "H" was properly stitched on by the time of the match and he had to make do.
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** The photo of Shawn working as a line cook has become memetic since he's taken over the creative in NXT, producing top-notch matches and storylines, with fans claiming he's "cooking" every show.
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* SuspiciouslySimilarSong: The chord progression from "Sexy Boy" sounds a lot like "Addicted to Love" by Robert Palmer. It also brings to mind "Metal Health (Bang Your Head) by Quiet Riot).

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* SuspiciouslySimilarSong: The chord progression from "Sexy Boy" sounds a lot like "Addicted to Love" by Robert Palmer. It also brings to mind "Metal Health (Bang Your Head) Head)" by Quiet Riot).Riot.
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* UnintentionallySympathetic: He was the heel in the inaugural Hell in a Cell match against The Undertaker. Given that the entire match is basically a [[NoHoldsBarredBeatdown Shawn getting the snot pounded out of him while scared and bleeding,]] it can be easy to forget that.

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* UnintentionallySympathetic: He was the heel in the inaugural Hell in a Cell match against The Undertaker. Given that the entire match is basically a [[NoHoldsBarredBeatdown Shawn getting the snot pounded out of him while scared and bleeding,]] it can be easy to forget that.
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* FunnyAneurysmMoment: Watching his ''[=WrestleMania=] XII'' entrance down a zipline can be quite uncomfortable after ''Over the Edge '99'' and what happened to Wrestling/OwenHart.

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* FunnyAneurysmMoment: HarsherInHindsight: Watching his ''[=WrestleMania=] XII'' entrance down a zipline can be quite uncomfortable after ''Over the Edge '99'' and what happened to Wrestling/OwenHart.
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* FanonDiscontinuity: A ''lot'' of people would like to pretend that his in-ring return at Crown Jewel 2018 never happened. It wasn't so much the fact that he decided to come out of retirement (people had been clamoring for a match between him and Wrestling/AJStyles for years), but rather that the match itself (a tag team match between DX and the Brothers of Destruction) was ''dreadful''. Triple H tore his pec early into the match, taking him out of it and forcing him to stay outside on the floor for most of it, while both 'Taker and Kane weren't able to keep up and take charge due to their bodies being far out of their primes. This left Shawn having to carry things, and while Shawn looked good for most of it (although he still did have visible ring rust), he was the only one, which wasn't enough to salvage the situation.

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* FanonDiscontinuity: A ''lot'' of people would like to pretend that his in-ring return at Crown Jewel 2018 never happened. It wasn't so much the fact that he decided to come out of retirement (people had been clamoring for a match between him and Wrestling/AJStyles for years), but rather that the match itself (a tag team match between DX and the Brothers of Destruction) was ''dreadful''. Triple H tore his pec early into the match, taking him out of it and forcing him to stay outside on the floor for most of it, while both 'Taker and Kane weren't able to keep up and take charge due to their bodies being far out of their primes. This left Shawn having to carry things, and while Shawn looked good for most of it (although he still did have despite having some visible ring rust), rust (and landing on his face during a botched moonsault where his opponents didn't catch him), he was the only one, which wasn't enough to salvage the situation.
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* MandelaEffect: Wrestling/MartyJannetty wasn't kicked through the barbershop's window by Shawn Michaels, like many fans remembered, but instead thrown through the window ''after'' the superkick.
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* ShockingSwerve:
** The Wrestling/MontrealScrewjob.
** The storyline leading to his rematch against The Undertaker. After he lost the Royal Rumble, Shawn went berserk and descended into an obsessive downward spiral.
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Foe Yay has been cut


* FoeYay:
** Shawn and Bret Hart, for ''twelve years''.
** His three year feud with Wrestling/TripleH also came off as a particularly nasty breakup (especially in the early going when Trips was acting like a deranged abusive boyfriend trying to prove that Shawn needed him for protection).
** Also had it with Chris Jericho, [=Edge=], and The Undertaker.

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