Chris O'Donnell stars as Charlie Simms, a young and innocent scholarship student at an exclusive prep school in New Hampshire who agrees to look after Lt. Col. Frank Slade (Al Pacino), a blind retired army officer, to earn extra money over the Thanksgiving holiday.
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Frank is a cantankerous and cynical bully who completely suprises Charlie with his plans for their weekend. He has bought them tickets to New York, booked a suite at the Waldorf, rented a limousine, and has big plans for a wild weekend in the Big Apple. Before Charlie realizes what he has gotten into, he is accompanying the colonel around Manhattan as they begin their wild and eye-opening adventures that include a fast-paced test drive in a Ferrari and a tango with a beautiful woman (Gabrielle Anwar). Frank's passion is women; he waxes lyrically on their bodies, scent, and sensuality, and gradually Charlie becomes aware of the sentimental romantic buried deep within the lonely man's heart.
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