#1.) The Undertaker vs Shawn Michaels – WrestleMania 25
Was there really any other option? Simply put, no superstar in 2009 proved to be on the level of The Undertaker and Shawn Michaels. Rematching after over a decade, the theme of the match was “light vs dark”. Everything about the build was intense and there was a insane level of excitement for the match.
While Michaels and The Undertaker had wars against each other in the New Generation Era, this time was completely different. It was the story of two veterans who had mastered their craft over the course of two decades and how they put it all in the ring. Michaels came closer than ever before, but The Undertaker learned the hard way that Michaels wouldn’t stay down, showing uncharacteristic frustration and disbelief.
It was like watching two gladiators go to war and ultimately, The Undertaker would be the one to narrowly walk out with his streak intact.