1. Vince McMahon Eliminates Stone Cold To Win (1999)
And finally, we have the moment that shocked the world: with the help of The Rock's distraction, Vince McMahon managed to hurl Stone Cold over the top rope to win the 1999 Rumble. It's extra hilarious when, on top of not being a wrestler, Vince was forced by Commissioner Shawn Michaels to enter at #2, fled from Austin soon after the match began, had the Corporation beat Austin up and send him to hospital, and he spent much of the rest of the match on commentary, until Austin of course came back from the hospital to finish up the match. It was one of the strangest and most creative Rumbles ever, with a suitably insane finish, which led to McMahon attempting to vacate his WrestleMania title shot (which would've been against then-ally The Rock), leading to the infamous cage match with Austin at St. Valentine's Day Massacre. Which unforgettable Royal Rumble moments do you find to be the most WTF? Shout them out in the comments!
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