T-10. Vince McMahon and ‘Stone Cold’ Steve Austin (1999) – 56:38
We’re kicking things off with the most Attitude Era edition of any Royal Rumble ever. Fresh off of back-to-back victories at the event in ’97 and ’98, ‘Stone Cold’ Steve Austin entered the last Rumble of the millennium at the number one spot. Entering at the equally unenviable number two spot? None other than Austin’s arch nemesis, Mr Vincent Kennedy McMahon.
Despite Vince’s relative lack of ability in the ring and Austin having a $100,000 bounty placed on his head (remember, Attitude Era), both men went wire-to-wire before a late distraction from The Rock gifted McMahon the opportunity to eliminate his foe and claim victory.
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