#6 Shawn Michaels vs The Undertaker - Ground Zero (September 7, 1997), Badd Blood, (October 5, 1997) and Royal Rumble (January 18, 1998)
It is surprising to think that Shawn Michaels and The Undertaker worked in WWE uninterrupted for seven years before they ever met inside the ring.
It was worth the wait. When Michaels and "The Phenom" finally locked horns, the results were spectacular.
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Their first ever encounter at In Your House 17: Ground Zero was an all out war than could not be contained.
Their non stop brawling brought out Michaels's D-X buddies, Triple H and Chyna. Their interference coupled with the combatants battering a number of referees senseless, led to the bout being thrown out.
To counteract any outside interference, a re-match was signed inside Hell in a Cell.
The first ever Hell in a Cell meeting remains one of the best of all time. In an instant classic, the pair used chairs, stairs and the cage mesh to torture each other. When Michaels attacked a cameraman, the cage door was temporarily opened and Michaels made a break for it to the top of the cage. Moments later, 'Taker left a vulnerable HBK dangling on the side of the cell and stamped on his fingers so the "Showstopper" crashed through the announce desk below.
However, Michaels would prove victorious shortly afterwards when Undertaker's younger brother Kane debuted and tombstoned "The Phenom" for Michaels to score an unlikely pin.
Their feud ending collision occurred two months later with Michaels's WWE Championship at stake. In a Casket Match, Michaels suffered a severe back injury which would sideline him for four years. Despite the injury, he and 'Taker still contested an exciting, back and forth contest which would end in a similar fashion to the Hell in a Cell bout, with Kane interfering on Michaels's behalf, enabling HBK to lock "The Phenom" inside the casket for the win.
Despite losing this series to Michaels, The Undertaker would defeat HBK in back to back WrestleMania matches over a decade later at WrestleManias 25 and 26 in 2009 and 2010 respectively.