WWE: Ranking Undertaker's 21 WrestleMania Victories Worst To Best

10. Ric Flair, WrestleMania X-8

For the first time since 1991, Undertaker entered WrestleMania X-8 as a villain. A sadistic heel who would stop at nothing to get what he wanted, the Dead Man assaulted friends and family members of "Nature Boy" Ric Flair until the co-owner of WWE agreed to a match at the Showcase of the Immortals. Accepting Undertaker's challenge cost him power within the company, from a storyline standpoint, and forced Flair into action at the event for the first time in a decade. For Flair, the object was not necessarily to win but to survive the no disqualification match and avenge the assaults his son David and best friend Arn Anderson received at the hands of his evil rival. Undertaker, on the other hand, was concerned with beating, brutalizing and punishing Flair en route to a tenth consecutive victory at WrestleMania. Both men would accomplish their goals to differing extents. Undertaker bloodied and assaulted Flair both in and out of the ring, causing the legendary competitor to scream in agony on more than one occasion. He pounded the forehead of the Nature Boy and looked to have things well in control but the competitive nature of the former NWA World Heavyweight champion kicked in and Flair fought back with chops and targeted the knee of his opponent in hopes of applying the Figure Four leg lock. A spine buster from the unexpected Arn Anderson seemed to have Flair well on his way to the victory but Undertaker overcame and Tombstone piledrove his way to a 10-0 WrestleMania record. A great, bloody brawl in which Flair rediscovered himself in one of the biggest matches of his career and Undertaker achieved his second straight really good match on the biggest stage the sport has to offer.