10 Biggest Ever Heel Vs. Heel WWE Matches

A traditional wrestling match features a good guy (a face) taking on a bad guy (a heel). Most wrestling matches that we see on weekly basis on television and a monthly basis on Pay-Per-Views are like that. It's how the wrestling business has been and always will be. Sometimes WWE might say they are blurring the line between face and heel, but that's really not true. They are always going to tell stories that way. There are also times when two faces might face off in a match. It happens because they know the fans are going to give the match a positive reaction if they are two popular guys. A match that many consider to be the best in WWE history was The Undertaker vs. Shawn Michaels at WrestleMania 25, which was a face vs. face match. What about heel vs. heel matches? Those are rare. The reason that heel vs. heel matches are more rare than face vs. face is because there's always a worry that the crowd might be dead. Hearing a crowd boo two guys for an entire match is not the kind of reaction you want for a match. You want them to know who they are rooting for so they can support that person. From a promoter's standpoint, you don't want to do heel vs. heel matches very often. However, there are times when you have to do it. Sometimes it works out great. Other times it fails big time. A lot of times it's done for storyline reasons where one of the guys ends up turning face as a result of what happened. There's a very famous match that was definitely considered for this: Bret Hart vs. Shawn Michaels at Survivor Series 1997. They were both heels going into it. However, Hart was in a unique spot where he was getting cheered in Canada at that point, so he was clearly the babyface in Montreal. The criteria for this is heel vs. heel matches only. Here's a closer look at some of the biggest and best heel vs. heel matches in WWE history.