Nappa was an Italian mob boss sentenced to prison for killing a man in a strip bar. He takes control of the prison's Italian gang after Peter Schibetta is sent to the psych ward. He also works in the kitchen. He partners with Kenny Wangler to sell drugs and is often advised by Chucky Pancamo. Nappa's life is ruined when Simon Adebisi, leader of the rival Homeboys gang, infects him with HIV. This would lead to his demise in the HIV unit of Oz, as he was suffocated in his sleep.
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