1. The Undertaker And Shawn Michaels - 2008
But not even the drama of Austin vs. McMahon could pip this duo to top spot. At number one we have the absolutely iconic pairing of The Undertaker and Shawn Michaels from the 2008 Royal Rumble. These two are probably the most epic names in WWE history, never mind Rumble openers. And furthermore this showdown took place in the famous Madison Square Gardenarguably the only venue worthy of such a meeting. Interestingly, Taker and Michaels had actually been the final two in the previous years Rumble match, so there was a nice bit of symmetry to add to the mix. Undertaker had emerged the winner on that occasion, but it was Michaels who would gain retribution this time around. Both men lasted more than half an hour before HBK dispatched the Deadman with some Sweet Chin Music. He was then tossed out himself though just six seconds later, but who'd really care when youve just eliminated the biggest dog in the yard?