8 MORE Stupid Reasons Wrestlers Turned Heel

8. The Undertaker Attacks J.R. For Thinking He's Better Than Him

In November 2001, The Undertaker had just helped see off The Alliance at Survivor Series and was one of WWF's top babyfaces coming out of that victory.

This is exactly why absolutely nobody could have predicted what would go down just a few weeks removed from Team WWF's triumphant win on an episode of Monday Night Raw.

WWE Chairman Vince McMahon had just set up the now-infamous 'Kiss My Ass Club' and was looking for new members. On November 26, after failing to induct 'Stone Cold' Steve Austin, McMahon demanded legendary commentator Jim Ross pucker up.

Cue 'The Deadman's music and a rapturous response from the live crowd. Only, 'Taker wasn't here to save the day. The 'American Badass' claimed he'd been kissing his boss' ass for years and he was p*ssed off that good ol' J.R. thought he was too good to do so.

He then proceeded to force J.R.'s head into McMahon's ass and transitioned into the 'Big Evil' version of his biker 'Taker character.

The decision to turn the legend heel wasn't an awful one - even if many fans didn't exactly jeer him throughout his devilish run - but his reason for embracing his inner demons felt completely random and it's probably an awkward moment he'd like to forget.