The Ugliest Girl in Town(1968)

The Ugliest Girl in Town is an American sitcom that aired on ABC from September 1968 to January 1969. Hollywood talent agent Timothy Blair falls for Julie Renfield, a British actress visiting the States. When she returns to England after filming, Tim sees his chance to follow her. He poses in drag for his brother's photography assignment, and the photos land him a modeling job in London under the alias "Timmie." What starts as a two-week vacation to pursue Julie becomes a prolonged masquerade when his brother loses a fortune gambling and needs Tim to keep working to pay off the debt. The series became infamous, later ranking among TV Guide's worst shows of all time.