10 Dumbest Wrestling Heel Turns Ever
5. Sting
After flipping just about every other popular babyface over the previous three years with only one other notable exception (more on him later), WCW elected to turn the un-turn-able in October 1999.
Awkwardly linking arms with Hulk Hogan in the summer after 'The Hulkster' reverted to his all-smiling red and yellow veneer, 'The Stinger' was suspicious of Hogan's motives despite being the only man to blindly trust Ric Flair and Lex Luger during countless heel turns of their own. He took his lingering frustration out on Hogan at September's Fall Brawl, willingly cheating to steal his WCW Title and officially turn heel for the first time.
It was just a shame the fanbase apparently turned with him.
Sting just couldn't get himself booed, despite efforts to play the d*ckhead in the weeks that followed. The loyalest WCW fans had already seen so much insanity that Sting was too solid a bedrock for them to cling onto regardless of his personal allegiances. He was awkwardly shunted back babyface following respectful defeat to Bret Hart that November.