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#2 Bret 'The Hitman' Hart - The Simpsons
In 1997, Bret Hart was arguably at his career's peak. As WWF Champion, the submission specialist was locked in a bitter Canada Vs. USA feud against the likes of The Undertaker and Steve Austin.
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But in The Simpsons' Season 8 episode 'The Old Man and the Lisa', the Hitman appeared as himself, buying the mansion of corrupt billionaire Mr. Burns, who'd lost his entire fortune.
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It wouldn't be the last time Bret would face an evil billionaire in 1997.
Complaining about the 'old man stink', and using some classic Freddy Blassie lines, the Simpsonised Hart took the house, after finding out the 'Shreiking Sheik' lived nearby, a not so subtle reference to the Iron Sheik.
Funnily, Bret was initially supposed to do a Russian accent, but the idea was later scrapped, much to the delight of every wrestling fan, who got to see their top star on the show.
