An armored car is robbed by three men. A passing police officer and one of the robbers exchange fire. The robber is Paulie. In a flashback we follow him and his closest friend, Brian, as they grow up together in South Boston. They're tough guys, thugs, doing jobs for the local boss and chaffing to do more. Paulie's the leader. Brian drinks too much and free bases, ignoring his wife and two young boys. Life-changing events lead him to try to go straight, look for work, take what comes his way, and go to A.A. meetings. He struggles. Paulie shows him the plans for the armored car job. Will they do it? "I am who I am," Brian tells his wife. Is crime his only skill?

A frustrated and clumsy bank clerk overhears the conversation of three coworkers in the toilet about a fix in a horse race, and bets a large amount. He loses the bet and owes the money to the dangerous and powerful mobster Fingers. A gangster who works for Fingers has the ability of foreseeing pieces of the future; he is assigned to collect money for the boss, with his troublemaker nephew Tony, and is beaten up by a gang. The manager of pop-star Trista loses her contract to Fingers without her agreement and she is threatened by the gangster. A dedicated doctor seeks a blood donor that might have a rare blood type to save the life of his secret and unrequited passion, a beautiful epidemiologist who's married to a friend.

On a warm September evening, college professor Ethan Learner, his wife Grace, and their daughter Emma are attending a recital. Their 10-year-old son Josh is playing cello - beautifully, as usual. His younger sister looks up to him, and his parents are proud of their son. On the way home, they all stop at a gas station on Reservation Road. There, in one terrible instant, he is taken from them forever. On a warm September evening, law associate Dwight Arno and his 11-year-old son Lucas are attending a baseball game. Their favorite team, the Red Sox, is playing - and, hopefully, heading for the World Series. Dwight cherishes his time spent with Lucas. Driving his son back to his ex-wife, Lucas' mother Ruth Wheldon, Dwight heads towards his fateful encounter at Reservation Road. The accident happens so fast that Lucas is all but unaware, while Ethan - the only witness - is all too aware, as a panicked Dwight speeds away. The police are called, and an investigation begins. Haunted by the tragedy, both fathers react in unexpected ways, as do Grace and Emma. As a reckoning looms, the two fathers are forced to make the hardest choices of their lives.

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