14. Shawn Michaels vs. Undertaker, WrestleMania XXV
Storyline: Michaels wanted to end The Undertaker's unbeaten streak at WrestleMania.
Winner: Undertaker via Tombstone piledriver at 30:56
Michaels knew that he couldn't go toe-to-toe with the more powerful Undertaker so he attacked him from a distance with quick strikes and high-flying blows. He even tried winning the match via count out. (That was a really nice touch.) Shawn bumped all over the place and there were some great facial expressions from Undertaker but some sloppiness dropped this one below the rematch at WrestleMania XXVI.