TheSportster.com

The Undertaker's Top 25 Moments

Since November 22, 1990, one constant has been part of the WWE. A figure clad in black and grey, wearing a trench coat and striking fear into everyone who stepped into the ring with the Phenom. Koko B. Ware was the first to feel the Reaper's Tombstone. From that point until today, all who have stepped into Big Evil's yard have felt his wrath.

The Conscious of the WWE is the stalwart of the company. Having worked for the WWE since 1990, the Deadman has seen and been a part of the highest highs and bore witness to the lowest lows. Backstage, he is the judge and the jury of Wrestler's Court. He is reportedly the man who made Vince McMahon talk to Bret after Montreal, and was set to make Shawn Michaels famous had he not done the honors for Stone Cold Steve Austin at WrestleMania XIV.

Surviving through three different eras is no small fete. He is one of the last wrestlers who debuted when everyone was a larger than life character. When everyone became a larger than life version of themselves during the Attitude Era, he stayed in character, only with the twist that Mark Calloway has stopped playing a character and started believing that he was an actual demonic undead creature from beyond the grave. He showed vulnerability and himself when he became the American Bad Ass. He's been the Deadman again ever since WrestleMania XX.

On Sunday November 22, 2015, exactly 25 years to the day the Phenom first stalked his way to the ring, we celebrate the standard bearer of not just the WWE but the industry as a whole. He is truly the Last Outlaw, the last of a breed that isn't made anymore. Here are 25 reasons, just a small fraction of the moments that make the Demon of Death Valley the legend that he is.

26 25. Evilroonie (Raw After the Bell, August 12, 2002)

via bleacherreport.net

25 24. The Burning Chair (Monday Night Raw, March 9, 2015)

via fansided.com

24 23. Burying Hulkamania (Survivor Series 1991)

via pinterest.com

23 22. Bagging Up Victims (Various)

via picturesofcmpunk.wordpress.com

22 21. "Whose side are you on?" "Not yours." (Superstars, February 29, 1992)

via readmoreaboutworld.blogspot.com

21 20. Silent Stare (Monday Night Raw, February 21, 2011)

via wikimedia.org

20 19. Death Comes to London (Summer Slam 1992)

via youtube.com

19 18. The Ultimate Fear (Superstars, April 13, 1991)

via pinterest.com

18 17. "Where to, Stephanie?!" / the Black Wedding (Backlash 1999, Monday Night Raw 04/26/1999)

via atomiclegdropzine.wordpress.com

17 16. The American Bad Ass (Judgement Day 2000)

via thesportster.com

16 15. The Return of the Deadman (WrestleMania XX)

via pwmania.com

15 14. Accepting Kane's Challenge (Monday Night Raw March 2, 1998)

via thedailyheckle.net

14 13. The Deadman Debuts (Survivor Series 1990)

via bleacherreport.com

13 12. The Demon and the Vulture (WrestleMania IX)

via philly.com

12 11. Taking Diesel to Hell (In Your House, February 18, 1996)

via forum.wrestlingfigs.com

11 10. Laughing at the Beast (Summer Slam 2015)

via youtube.com

10 9. Destroying the Ring (Royal Rumble 2006)

via wallsofjerichoholic.blogspot.com

9 8. The Lord of Darkness (the Attitude Era)

via whatculture.com

8 7. "My God, They've Killed Him!" (King of the Ring 1998)

via bleacherreport.com

7 6. Crucifying Stone Cold (Monday Night Raw, December 7, 1998)

via pinterest.com

6 5. Tombstone in Penn Station (Shotgun Saturday Night, February 8, 1997)

via elwrestlingsegunyo.es

5

4 4. War with Hardy (Monday Night Raw July 1, 2002)

via thewwehistory.weebly.com

3 3. End of an Era (WrestleMania XVIII)

via prowrestling.wikia.com

2 2. Edge and 'Taker Go to Hell (Summer Slam 2008)

via denofgeek.us

1 1. The Greatest WrestleMania Match Ever (WrestleMania XXV)

via ukff.com

Shawn Michaels and the Undertaker were the two longest–tenured members of WWE. Both were on the first Raw and the first Hell in a Cell. There could be no more fitting battleground than WrestleMania XXV for the two legends. Mr. WrestleMania against the Streak, the dark Undertaker against the light HBK. Quite possibly the most hyped match in WrestleMania history and the only one to actually exceed any and all expectations. From the video package, to the entrances; Shawn descending to the ring from the Heavens as the Undertaker rose to the ring from the depths of Hell; to the heart–stopping 30 minute match, every fan and wrestler alike knows to bow down in adulation and respect for these two and the greatest match in WrestleMania history.

Give TheSportster a Thumbs up!

Looking for an AD FREE EXPERIENCE on TheSportster?

Get Your Free Access Now!

More in Wrestling

The Undertaker's Top 25 Moments