#4 Stone Cold Steve Austin & Mr. McMahon (1999)
The tagline for the 1999 Royal Rumble was "No Chance In Hell," coincidentally enough the title of Mr. McMahon's entrance music. The reason for the tagline was that there would be no chance in hell that Stone Cold Steve Austin would win the Royal Rumble and main event WrestleMania.
At this point, the feud between Austin and McMahon reached astronomical proportions, and the heat continued on this night as Vince made Austin come into the Rumble at #1, and as an insurance policy, Vince would be #2.
Check out which wrestler EC3 finds cute RIGHT HERE
In the end, Austin and McMahon were the final two in the match, after everything The Corporation threw at Stone Cold. It was the last trick up Vince's sleeve that did Austin in as The Rock (who defended his WWE Championship earlier in the night against Mankind) taunted Austin; which enabled Vince to come up from behind and eliminate Stone Cold.
It was a shocking moment in Rumble history when Vince won, but Austin got his revenge at St. Valentine's Day Massacre when he faced Vince inside of a steel cage; which he would win and face The Rock in the classic WrestleMania XV match.