Al Pacino one of his most famous characters, Michael Corleone, in "The Godfather Part III" (1990). The film received mixed reviews, and had problems in pre-production due to script rewrites and the withdrawal of actors shortly before production. In 1991, Pacino starred in "Frankie and Johnny" with Michelle Pfeiffer, who co-starred with Pacino in "Scarface". Pacino portrays a recently paroled cook who begins a relationship with a waitress (Pfeiffer) in the diner where they work. It was adapted by Terrence McNally from his own Off-Broadway play "Frankie and Johnny in the Clair de Lune" (1987), that featured Kenneth Welsh and Kathy Bates.
Al Pacino nominated for Best Supporting Actor for "Glengarry Glen Ross", making Pacino the first male actor ever to receive two acting nominations for two movies in the same year, and to win for the lead role. Pacino starred alongside Sean Penn in the crime drama "Carlito's Way" in 1993, in which he portrayed a gangster released from prison with the help of his lawyer (Penn) and vows to go straight. Pacino starred in Michael Mann's "Heat" (1995), in which he and Robert De Niro appeared on-screen together for the first time (though both Pacino and De Niro starred in "The Godfather