The Undertaker's 25 Greatest WWE Moments

5. The Undertaker Wins One Of The Greatest Matches Of All Time - WrestleMania XXV

Ever since the two men had battled in the closing moments of the 2007 Royal Rumble, fans clamored for another singles match between The Undertaker and Shawn Michaels. Unfortunately, they were on different brands, so apart from a brief locking of horns at the 2008 Rumble, the dream match remained just that - until, after defeating JBL at No Way Out 2009, Michaels expressed interest in challenging the Phenom. To do so, Michaels would have to defeat JBL and Vladimir Kozlov, both of whom were also intent on breaking the legendary streak. Michaels earned the shot, then started to play mind games with The Undertaker, attacking him and even sporting a white suit, gloves, and hat based on Undertaker's traditional outfit. The match was all but guaranteed to be a classic, and nobody was disappointed. At one point, Undertaker attempted his annual plancha to the outside, but in a scary moment of mistiming, the cameraman who was supposed to take the move failed to catch the legend. Still, Undertaker kept fighting, hitting his Tombstone piledriver, but only getting a two count. Michaels tried to fight back with a moonsault press, but The Undertaker caught him, delivered a second Tombstone, and scored the win, ending a match that has to be seen to be believed.