In the bustling streets of New York City, Bobby, a charming pickpocket played by Peter Facinelli, lives a carefree life of calculated risk, expertly lifting wallets to fund his lifestyle while staying one step ahead of the law. His world of "loosies" is upended when a chance encounter with a vibrant stranger, Lucy (Jaimie Alexander), leads to a passionate one-night stand that leaves an unexpected consequence: she is now pregnant. Suddenly, Bobby's detached existence is forced into a collision course with responsibility, a concept as foreign to him as an empty pocket. Complicating matters further is the relentless pursuit of a seasoned, vengeful detective (Michael Madsen) who is determined to finally bring him to justice. Directed by Michael Corrente, this blend of comedy and drama follows a smooth operator navigating the tightest squeeze of his life, caught between the allure of his old ways and the daunting prospect of a future he never planned. With a supporting cast including Joe Pantoliano, Vincent Gallo, and William Forsythe, the film crafts a witty and heartfelt story about a man who must learn that some things—like love and fatherhood—can't be stolen, only earned.