23. Shawn Michaels vs. Stone Cold Steve Austin - WrestleMania XIV
Much like the Iron Man Match at WrestleMania XII, I would not consider this match to be one of the top ten for either man involved, but you can't deny its historical significance. This match marked the beginning of the Attitude Era, where WWE became the edgy, intense, hyper-sexual, pop culture icon of the late 90s. It also featured another successful celebrity crossover with Mike Tyson counting the pinfall to give Steve Austin his first World Championship.