The Undertaker: 5 WrestleMania matches that should have been against different opponents

#1. WrestleMania 32 vs. Shane McMahon

Should have wrestled: Brock Lesnar

The Undertaker and Shane McMahon certainly had a history, dating back to their Corporate Ministry alliance, but the storyline leading to WrestleMania 32 was just odd.

Shane made a thunderous return by interrupting the Stephanie McMahon appreciation segment, as Vince was awarding her with the "Vincent J. McMahon Legacy of Excellence Award" in honor of his late father. Shane came in to stop the Triple H/Stephanie McMahon power trip that was running roughshod, and wanted control of Raw to return a favor he did for his father years prior. Vince agreed, as long as Shane agreed to the stipulation of Vince choosing a person for him to defeat, as well as a place for the match. Vince chose The Undertaker at WrestleMania, and the match was Hell in a Cell.

While the match was not terrible, it also did not live up to par with the other Undertaker matches at WrestleMania. Undertaker won the match, which the stipulation of his career was later added, and Shane was left without control of Raw. However, to make the match even more irrelevant, Vince would go ahead and give Shane control over Raw the next night, anyway.

Prior to this match, Undertaker had not competed in the ring for nearly five months, as he last teamed up with Kane to defeat the Wyatt Family (Bray Wyatt and Luke Harper) at Survivor Series. Prior to that, he was defeated once again by Brock Lesnar at the 2015 Hell in a Cell pay-per-view, so a rematch at WrestleMania 32 against Lesnar to redeem his streak ending would have been much better than being inserted into an odd storyline involved Vince and Shane McMahon.