#4 Shawn Michaels (1995)
The 1995 contest is one of the shorter rumbles in history. Every entrant came out in one-minute intervals.
They put a special twist in this one. Not only would the winner receive a title match at Wrestlemania, but the winner would win the right to have Pamela Anderson escort them to the ring at the following Wrestlemania.
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The match began with Shawn Michaels at No.1 and the British Bulldog at No. 2. By the time 28 men had been eliminated, it was down to both of them.
During the closing moments, Bulldog had tossed Michaels over the top rope. He started celebrating as if he had won. After climbing the top rope, Michaels hit Bulldog from behind, sending him over the ropes onto the floor. Howard Finkel announced only one of Michaels' feet touched the floor. Therefore, he was not eliminated.
The image of Michaels dangling on the ropes is one of the more iconic images in wrestling. Him knocking the British Bulldog over the top rope is a Royal Rumble highlight.
History was also made. Not only was he the number one contender but he became the first man ever to win the Rumble from the number one spot. This match started the transition of Shawn Michaels into the icon you know today.