#3 Johnny ‘The Bull’ Stamboli wears a hat

For any of you who may not remember Johnny Stamboli, the Italian-American Stereotype had some success near the end of WCW, before being signed to the WWE once WCW finally died.
Appearing with Nunzio and Chuck Palumbo in 2003, The Bull had some small feuds on SmackDown, appearing as a classic mobster, complete with a bowler hat.
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Funnily enough, it was that same hat that got Stamboli in a lot of trouble, as he was fined US$500 for wearing it on a bus at three in the morning.
In their defense, the WWE had only just instrumented a very strict dress-code on its superstars, which Stamboli clearly wasn’t aware of.
Perhaps the WWE would rather he just carry the hat in his hands, though this won’t be the last time we see someone on this list fined for wearing clothes.
Maybe the mobster parody should just be grateful he wasn’t left sleeping with the fishes after the ordeal.