#1. Vince McMahon tears his quad strutting to the ring

To give you some context, we'll explain this one right from the start. In the 2005 Royal Rumble, Batista and John Cena were the final two men remaining in the match. Batista was scheduled to win but after he took Cena up in a Powerbomb position, he lost balance, causing both men to fall outside the ring at the same time.
In a stroke of luck, both men landed at the same time but that wasn't how it was supposed to go. RAW referees declared Batista to be the winner while SmackDown referees declared it to be Cena.
After all the confusion, a furious Vince McMahon came strutting out and entered the ring quicker than he needed to, busting both his quads in the process. It was comical as he was unable to get up and restart the match. Batista then ended up throwing Cena over fair and square and McMahon was helped to the back.
Batista thought that McMahon would be furious but the next day, he was laughing about it.