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The Town Doug MacRay is a longtime thief, who, smarter than the rest of his crew, is looking for his chance to exit the game. When a bank job leads to the group kidnapping an attractive branch manager, he takes on the role of monitoring her – but their burgeoning relationship threatens to unveil the identities of Doug and his crew to the FBI Agent who is on their case.Four lifelong friends from the Boston neighborhood of Charlestown, Douglas “Doug” MacRay, James “Jem” Coughlin, Albert “Gloansy” MacGloan, and Desmond “Dez” Elden, rob a bank. They take the manager, Claire Keesey, hostage, but release her unharmed. When they find out Claire lives in their neighborhood, Doug begins to follow her to find out how much she has told the authorities,
and to make sure that Jem does not eliminate her as a witness. Soon a romance grows between them, which Doug hides from the gang. As they grow closer, Doug tells Claire of his search for his long-lost mother, whom he believes went to live with his aunt in Tangerine, Florida. He also recounts his chance to be a professional hockey player which he threw away for a life of crime, following in his father’s footsteps. She in turn tells Doug that she saw a tattoo on one of the robbers, and he realizes that she can identify Jem and send them all to jail. He knows that Jem will kill her if he discovers the truth, so he persuades her that the authorities cannot protect her, and she decides not to tell the police.After Claire tells Doug about being harassed and her car vandalized by Alex, a local thug, Doug enlists Jem for a favor, which they can never talk about. Doug and Jem don hockey masks and violently assault the offenders without Jem knowing the true reason for the favor is to protect Claire.
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