The First and Last Royal Rumble Match of These WWE Attitude Era Stars

Triple H

First Royal Rumble Match: 1996

Much like The Undertaker, Triple H also had a long career that went beyond the Attitude Era. Hunter Hearst Helmsley made his WWF debut in 1995, and he’d compete in his first Royal Rumble Match the following year.

Hunter started the 1996 Royal Rumble after drawing number one. He lasted 48 minutes – more than anyone in that match – before getting eliminated by his Kliq buddy, Diesel. Speaking of The Kliq, the ’96 Royal Rumble would end up being won by fellow Kliqster, Shawn Michaels.

Last Royal Rumble Match: 2016

Triple H came out last in his final Royal Rumble Match 20 years after starting his very first Rumble! Triple H was a part-time wrestler and the leader of The Authority by 2016. He was feuding with Roman Reigns, who put his WWE Championship on the line in that year’s Royal Rumble Match.

After making four eliminations in less than ten minutes of in-ring action, The Game last eliminated Dean Ambrose to walk out of Orlando, Florida’s Amway Center with the WWE Title.

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