3 Superstars who have faced The Undertaker more than once at WrestleMania

When someone talks about WrestleMania, the first name that comes to mind is that of The Undertaker. The Phenom has forged an everlasting and ethereal relationship with the Grandest Stage of Them All, and is arguably the greatest superstar ever to have graced the Show of Shows.

Out of the 35 editions of WrestleMania, The Undertaker has been a part of 26 of them. The DeadMan is also the owner of the greatest streak in the history of sports entertainment, where he won an incredible 21 consecutive matches in a row at WrestleMania.

Legends and icons of the industry, including the likes of Ric Flair, John Cena, Shawn Michaels, Triple H, Batista and Randy Orton have fallen before The Undertaker at WrestleMania. In this article, let us look at three Superstars who have faced The Undertaker more than once at WrestleMania.

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#3 Kane

The two behemoths have collided against each other numerous times in their career

The Undertaker and his storyline brother, Kane, have a long history that stretches over two decades. The two behemoths have collided against each other numerous times in their careers. And, at WrestleMania, The Big Red Machine has faced The Undertaker twice.

The first time that the two legends met at was at WrestleMania XIV, where The Phenom beat the masked Kane in a gruelling 17-minute battle. The Undertaker delivered three Tombstones to his storyline brother to claim his 7th soul at WrestleMania.

The second time that the two squared off against each other was at WrestleMania XX, where The Undertaker returned in his DeadMan avatar, after the American Badass gimmick. The Undertaker, accompanied by Paul Bearer, defeated his brother yet again at the iconic Madison Square Garden to go 12-0 at the Show of Shows.

#2 Shawn Michaels

The two legends wrestled what is even today hailed as the greatest match of all time at WM 25.

Shawn Michaels and The Undertaker are two of the greatest performers in the history of WrestleMania. While one was ‘Mr WrestleMania’, the other was indeed WrestleMania’s Phenom. Michaels met The Undertaker for the first time at the 25th anniversary of WrestleMania.

The two legends wrestled what is even today hailed as the greatest match of all time. And, after a classic that lasted 30 minutes, The Undertaker caught Michaels mid-air and delivered a Tombstone to emerge victorious.

In the Slammy awards function the same year, Shawn Michaels challenged The Phenom to another showdown at WrestleMania XXVI. The Undertaker stated that he would fight Michaels if the Showstopper was ready to put his career on the line.

So, the Streak Vs Career match was formalised, and the two icons battled it out in the ring once again.

The match went back and forth like a pendulum. And finally, The Undertaker delivered a Tombstone and three seconds later, the career of one of the greatest performers in WWE history came to an end, with Michaels becoming The Undertaker’s 18th victim.

#1 Triple H

Triple H has faced The Undertaker thrice at WrestleMania

Triple H has faced The Undertaker thrice at WrestleMania and every performance of theirs was as riveting as the previous one.

The first time the two behemoths faced off was at WrestleMania XVII. It took The Undertaker a Chokeslam, a Tombstone and a Last Ride to put the King of Kings down.

The second face off between the two took place at WrestleMania XXVII in a No Holds Barred contest. This was a match in which Triple H gave The Undertaker the pummeling of a lifetime but it was still not enough to end the streak. The Undertaker delivered his Hell's Gate submission to beat the Cerebral Assassin.

The third and final show off between the two took place at WrestleMania XXVIII inside Hell in A Cell. Michaels was made the Special Guest referee for the contest.

This was a match in which both superstars stretched the limits of human endurance and put their bodies on the line. Brutal chair shots, sledge hammer attacks and the sound of steel on the human body made this a nerve wrenching contest.

The historic moment of the match came when Michaels delivered a Sweet Chin Music to The Phenom and Triple H caught The Undertaker mid-air and delivered a Pedigree.

The Undertaker somehow still evaded the pin, to the utter disbelief of the WWE Universe. The DeadMan then delivered his second Tombstone of the match to go 20-0 at WrestleMania.