All the good ones from my youth have been mentioned already. But I was still watching and remember when the Rock turned heel. This was a good move because he was absolutely terrible as a face, entering the ring with that pineapple haircut and goofy smile. I don’t recall the full dynamics of his turn, and don’t believe the events in and of themselves were all that memorable (Nation of Domination or something?), but it set in motion a pretty historic career and really enabled his true charisma to come out. People loved him no matter if he was a good or bad guy because of his personality.
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