6. Don't Fear The Reaper (But Don't Lose To Him Either)
The Undertaker has featured a lot so far in this list, and with good reason. Having appeared in Hell in a Cell matches twelve times, he's the most experienced man in history with regard to this particular stipulation. However, while much is made of his WrestleMania streak (now at 21-1, lest we forget), his record in Cell matches is a lot less impressive. Statistics show that the Deadman only wins half of these contests, a far less impressive percentage than rivals such as Triple H, Randy Orton and Shawn Michaels. A particularly notable loss came at Survivor Series 2007, in which Undertaker failed to win the World Heavyweight Championship from the rampaging Batista. Admittedly a lot of the blame must be placed on Edge, who interfered on Batista's behalf in a fantastic callback to the original Hell in a Cell match between Taker and Shawn Michaels. Whereas HBK attacked a cameraman in his desperation to escape the Cell, Edge ingeniously disguised himself as one, using the camera as a weapon to bludgeon the Phenom. It was nice nod to older WWE fans, as well as one of the more unique endings to a Cell match in history. Despite the advantages of facing Undertaker in such a match, where he seems curiously more vulnerable than usual, losing to the Deadman carries a significant risk. The Phenom has a history of celebrating his Cell victories in...unique fashion. We've already seen his surreal chokeslamming of Edge through the ring mat, but he also orchestrated a disturbing mock hanging of the Big Boss Man, suspending him from the Cell ceiling after defeating him at WrestleMania 15. https://www.youtube.com/watch?v=OvGjWdDTYrM
