At Wrestlemania 25, The Undertaker and Shawn Michaels had what many consider the greatest regular rules match ever. It set the stage for a rematch in the main event of Wrestlemania 26 for not only The Streak, but also Shawn Michaels wrestling mortality. Unfortunately for Shawn Michaels, and HBK fans everywhere, it would be the last time we would ever see him against The Undertaker, and in a ring as a wrestler. Interestingly, the man who ended his career in kayfabe, was the same man he suffered a legit career threatening injury against back in 1998. Beforehand, The Undertaker and Shawn Michaels, two of the biggest stars in WWE in the 90s, never really crossed paths until Summerslam 97. An errant chair shot changed everything and let to a series of events that would spawn the creation of the Hell in a Cell match, and the previously stated injury to Shawn that would keep him out for 4 years. Shawn Michaels always found a way to sneak out of matches with The Undertaker with tainted victories. Kane made his debut during the Hell in a Cell match, and terrorized Undertaker in the following months. Their late career WrestleMania classics were the answer that fans had wanted since 1997. In hindsight, its amazing it took them that long to renew that rivalry.