#5: The Town (2010)
Ben Affleck not only stars in The Town but also directs it, proving he understands the pull between loyalty and redemption. He plays the leader of a group of Boston bank robbers who dream of leaving their criminal lives behind. When he falls in love with a woman connected to one of their heists, the line between affection and danger begins to blur. The film captures the rough beauty of Charlestown and the emotional struggle of men trapped by their own choices.

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