In 1975, after having served five years of a 30-year prison sentence, Carlito Brigante is freed on a legal technicality exploited by his close friend and lawyer, Dave Kleinfeld. Carlito vows to end his criminal activities but is persuaded to accompany his young cousin Guajiro to a drug deal held at a bar. Guajiro is betrayed and killed by his suppliers and Carlito is forced to shoot his way out. Later, Carlito takes Guajiro’s $30,000 from the botched deal and uses it to buy into a nightclub owned by a gambling addict named Saso with the intention of saving $75,000 to retire to the Caribbean.
As nightclub co-owner, Carlito declines several offers for a business partnership with a hot-headed young gangster from the Bronx named Benny Blanco. Carlito also rekindles his romance with his former girlfriend Gail (who calls him “Charlie”), a ballet dancer who moonlights as a stripper. Kleinfeld develops a love interest with Benny’s girlfriend, Steffie, a waitress at the club. Benny’s frustration with Carlito’s constant rejections boils over and he confronts Carlito one night at his table. Carlito publicly humiliates Benny, who reacts by manhandling Steffie. Fueled by his now-extensive use of alcohol and cocaine, Kleinfeld brazenly pulls out a gun and threatens to kill Benny, but Carlito intervenes. Despite being personally threatened by Benny himself, Carlito lets Benny go unharmed; a decision that alienates Carlito’s bodyguard Pachanga.
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