#1 Shawn Michaels vs The Undertaker - WrestleMania XXV
The first time Shawn Michaels met The Undertaker at WrestleMania may perhaps be the best match of all time. While fans will always argue about which is the best wrestling bout, when Michaels faced The Deadman, they created a match that would be the best of either of their careers.
Shawn Michaels was looking to end The Undertaker’s streak and had left nothing behind in his quest to mock the legend and provoke him leading into their match.
They threw everything they had with each other. The Undertaker took massive bumps, flying over the top rope to the outside, where a prop-camera person failed to catch him and he landed head-first on the ground. Michaels dove to the outside hurting himself. Both wrestlers worked like it was the one match of their career that they would be remembered for, not giving ground, and with near-falls that left the other in disbelief.
Finally, there came a time when Shawn Michaels made the wrong move, and The Undertaker caught him, delivering the Tombstone Piledriver that brought an end to proceedings. The match saw the rest of the pay-per-view fade into the background as Michaels and ‘Taker delivered a classic that should have been the main event of the night.