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Stone Cold being the Anti-Hero changed things IMO.Why do you think that is?
Also, I think JBJ has eclipsed Ciampa and D Bry as heel of the year, I love seeing the salt he induces in grown men.
He was the first person that I remembered being a heel but was cheered by folks. Sure it happened with the Horsemen as well, but they were loved by the women and pockets of sections of dudes.
Stone Cold was a heel, and people loved him because he was the only one that told his Boss to "get the **** out of my face." People liked that and attached themselves to him. I think that was the start of it and ever since then, people started looking for "cool" heels.
Also, people were tired of being told who to like (Corny Hogan), and wanted say over who was pushed toward the top of the cards