Unemployed and unattached, Tom Chadwick is surprised when he's bequeathed an old chest of curios by his great-aunt Victoria, although he and his sister Bea can't remember ever meeting her. He finds an old black-and-white photo in the chest that his father, Keith, believes is Tom's great-grandfather, Harry.
With the help of Mr. Pfister, his avuncular neighbor, and Pete, an old school friend, Tom tracks down Neville St. Aubrey, a strange expert in the field of antique photos, who discovers intriguing and revealing information about Tom's ancestor. Meanwhile, Pete tries to get Tom's love life back on track by setting him up with a 'model pretty' date. He's just not sure what kind of model.