Starring: Al Pacino, Sean Penn, John Leguziamo, Luis Guzman, Penelope Ann Miller, Viggo Mortensen. Directed by Brian DePalma. Action/Drama. Synopsis: Carlito Brigante is a ex-con who has been incarcerated for five years before getting released after a successful appeal brought by his aggressive lawyer in 1970s New York City. He wants to go straight and, possibly, recapture his lost love but finds that one is much, much harder to do than the other.
One of the all time great and underrated gangster flicks, in my humble opinion. Exceptional performances from both Al Pacino (Righteous Kill) and Sean Penn (Milk) make this one an all-timer, in my view.
Carlito Brigante (Pacino) is a middle aged, legendary gangster who is being released after only 5 years into a supposed 30 year sentence, due mainly to the extreme efforts of his dedicated defense lawyer, Dave Kleinfelt (Penn).
In the memorable opening scene, Briganted expresses his desire to "stop walking on the wild side" and go straight to the skeptical judge. Soon after, he is doing the same thing to an equally skeptical lawyer as well as friends that still view him as a legend on the streets. Carlito's goal is to save up enough money running a swanky night club to move to the Bahamas and buy into a car rental business with an ex-con buddy . The reason being, as he tells Kleinfelt, "...car rental guys don't get killed that much."
Although Carlito brushes up against the old way of life and has temptations like an old pal trying to get hm back into the game (Viggo Mortensen A History Of Violence) or young turks trying to pick his brain for advice and new opportunity (John Leguziamo Righteous Kill). (Also one of the best gangster names in movie history "Benny Blanco From The Bronx")
The one aspect of the former life that he does want to fall back into, however, is his relationship with his former girlfriend, Gail ( Penelope Ann Miller The Shadow) who he had cut off contact with during his incarceration. Fortunately for Carlito, Gail is still available and open to rekindling the romance. Her only issue is she really, really does not like Kleinfelt, who has become like a brother to Carlito.
This becomes more problematic as Carlito realizes his attorney is not the same person he remembers from before he went to prison. Kleinfelt is now rich and totally at home with bad guys and gangsters...in fact he wants to be one himself. Because of this, Carlito finds himself being pulled back in deeply to a lifestyle he is trying so despeately to get away from.
This morality tale plays out through the story as we seee how difficult it is for Carlito to divorce himself from his previous life when some of those close to him will not let him. As I said earlier, both Pacino and Penn are absolutely wonderful in this flick, with Penn once again so thoroughly disappearing into a character I wouldn't be surprised if some people don't realize it's him until several minutes into the flick.
In addition to the great acting and story line, we have that trademark DePalma (Scarface, The Black Dahlia) grittiness that works so well in gangster flicks and film noir type movies, of which Carlito's way is a combination, in my humble opinion. A must see for any fan of the gangster genre, Pacino, or Sean Penn.

