dave 1981

Unfortunately at this stage of his career i don't think we will ever see The Undertaker attempt a heel turn as he is at the point in his career where he will never be booed by anyone much like Triple H and Shawn Michaels who have all reached legendary status in the wrestling industry and i think of the three the only one who could really achieve getting the crowd to turn on him would be Shawn Michaels as he showed a couple of years ago in his feud with Hulk Hogan as he went back to the way he was in 1997/1998.

I would love to see The Undertaker turn heel though as he was a great heel in his Ministry of Darkness day's and almost as good in 2002 in his american badass gimmick and a heel turn would be very refreshing to see, i think the only person on the SmackDown roster he could really achieve getting a lot of heat from by attacking them it would definitely be Rey Mysterio as he is loved by all the kids and a lot of the men for his style but seeing The Undertaker turn heel again is very unlikely although your idea was a good one.