The mid 80s he could still get heat from being the "dirties player in the game", but by the 90s he was a certified living legend, and basically never got booed again. WWE tried with Evolution, but he always got pops and "woooos" and people bowing down to him.

Ironically, he was so good at playing a heel, nobody wanted to see him be a babyface. So when he did heelish shit like low blows and eye pokes, fans would cheer because that's what they paid to see.

>>19713051
His actual gimmick was stale even before the 90’s but he was so good on mic, including shoot promos in WCW, that everybody was still paying a ticket to see what he’d say or do

>>19713051
he pretty much played the rich playboy gimmick (and ended up becoming it) from when i first saw him back in the late 80s.
dont know when he started it or what he was before it.
but he ran it till he retired from WWE in 2008