The “Attitude Era” was officially ushered in on March 29, 1998 when “Stone Cold” Steve Austin defeated Shawn Michaels for the WWE Championship at WrestleMania XIV. To add to the match’s intrigue, the special ring enforcer was none other than “Iron” Mike Tyson.

Michaels came into this match with a severely injured back. But he was able to suck it up and put on one of his usual classic displays. Leading up to WrestleMania, it also looked like Tyson was in HBK’s corner, as Tyson even sported a D-Generation X T-shirt to the ring. Toward the end of the match, the referee got knocked out, so Tyson had to take over as the lead official. Michaels went for the Sweet Chin Music, Austin reversed it into the stunner, HBK then reversed it back to the Sweet Chin Music, but Austin reversed it once again and finally hit the Stone Cold Stunner. Then Tyson shocked the world and counted to three, revealing that he wasn’t on Michaels’ side all along.

At the time, this match was thought to have been Michaels’ final performance, but he would come back in 2002, much to the delight of WWE fans everywhere.