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Career criminal Forrest Tucker, a wanted man for two years since his daring escape from San Quentin State Prison in 1979, has just robbed another bank. While evading police, the 74-year-old charmer passes a woman on the side of the road with car trouble and stops to give the appearance of assisting. The ploy works as, moments later, the police drive by without noticing him. The woman, Jewel, who is grateful for his help, buys Forrest lunch at a diner. Despite introducing himself with a fake name, Forrest becomes drawn to Jewel to the point of revealing that he is a bank robber. The two later spend time together on Jewel's farm where Forrest becomes enamored of her and her life. Forrest makes a plan to pay off the rest of Jewel's mortgage as a surprise, but becomes frustrated after the bank tells him that this would require Jewel's signature on some documents, negating any surprise.

Forrest goes on to conduct a string of heists, often without having to draw his gun from under his coat. Dallas Police Detective John Hunt compiles police sketches from witnesses, who describe Forrest as charming and gentlemanly. John then displays the sketches on the evening news, asking anyone with information to come forward. Shortly afterward, John's investigation is taken over by the FBI.

A woman named Dorothy comes forward stating that she is Forrest's daughter. Although he is no longer on the case, John agrees to meet with her. Dorothy says she was born while Forrest was in prison, making him unaware of her or his grandchild. John then talks to Forrest's former lawyer, who says he would not be surprised if Forrest had never pulled the trigger of his gun. According to the lawyer, police reports of Forrest firing during a standoff are false, as it was simply his car's engine backfiring. Later, during a night out with Jewel, Forrest happens to recognize John, who is with his wife Maureen. Forrest tries to boost John's confidence, but becomes unnerved when John calls him by his name, indicating the recognition is mutual.