5. The Show—Stopper Vs. The Phenom
At Wrestlemania 25 we saw "The Show—stopper" Shawn Michales face off against "The Phemon" The Undertaker. It was a back and forth match in which Michales took a Tombstone Piledriver, The Last Ride, and Hell's Gate; and for The Undertaker he took Sweet Chin Music and the elbow off the top rope. But in the end Undertaker went on to become 17—0.
4. Michales Makes the Ladder Match
At Wrestlemania 10 we had Shawn Michales battling Razon Ramon for the Undisputed Intercontinental Championship in a match that people say created the Ladder Match. The match was a brutal one that we all thought that Michaels would win, but in the end Razor Ramon got both of the titles.
3. Michaels Vc. McMahon
Mr. McMahon fought Shawn Michales at Wrestlemania 22. Early in the match, Michales was going through hell. The Sprit Squad had come out to help Vince, but Shawn survived. Then, Shane came out. After a flurry of action that involved Shane's lips pressing firmly against his father's butt. To end the match, Shawn put a trash can over Vince's head and won the match.
2. HBK Meets Hollywood
At Summerslam 2005 Hulk Hogan faced Shawn Michales in the squared circle. Shawn wanted Hogan to wrestle one more match with him in a tag team match with him prior to the event. After the match, one that Michaels and Hogan won easliy, Michaels' ego came out when he played some Sweet Chin Music for his partner. At Summerslam it was a Slobber—knocker that resulted in Hogan came out with a win.
1. Michaels Shows Some Flair at Wrestlemania 24
Prior to Wrestlemania 24 Shawn Michales had gone face—to—face with "Nature Boy" Ric Flair as the Nature Boy was holding off his retirement. Mr. McMahon came out and told him the first match Flair lost he would be forced to retire. Michaels came out to help him against Mr. McMahon in a No Disqualification Match. Michaels and Flair went back and forth through out the match at Wrestlemania. Then, Shawn had a decision to make either kick Flair and win the match or to let Flair wrestle for a little bit longer, but in the end Michaels took the hard way out. Before kicking Flair he told Flair, " I'm sorry. I love you," and he used his Super Kickto retire Flair
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