5 Royal Rumbles that happened on WWE RAW or SmackDown

#4 Corporate Royal Rumble won by Chyna (WWF RAW 11/1/1999)

WWE had an emphasized focus on the 1999 Royal Rumble Match, with the story between 'Stone Cold' Steve Austin and Vince McMahon being the primary one. In fact, it was pretty much the only story that consumed the match and its build. One of the more fun moments of it came on the January 11th RAW.

Austin was already set to enter first, in an attempt from McMahon to stop him from winning three Royal Rumbles in a row. Meanwhile, there was a Royal Rumble Match between members of the Corporation and DX to see who would get the number 30 spot in the main event match at the pay-per-view.

While it seemed like Triple H was the last man in the match, the buzzer sounded, and out came a jacked Vince McMahon. He eliminated his future son-in-law and thought he had won the match, but the buzzer sounded again. It was revealed that Chyna was also part of the Corporate Royal Rumble.

She ended up eliminating Vince McMahon and winning the match, with some major help from Stone Cold. As a result, Chyna became the first woman to enter a Royal Rumble Match. However, the Chairman of WWE would have the last laugh. He won the 1999 Rumble Match from number 2.