The Ugliest Girl in Town (ABC, 1968)
The Ugliest Girl in Town was an American sitcom that was set and filmed in London, England but only aired in the U.S. (Though it was bought by ITV.) The Ugliest Girl in Town ran from September 26, 1968 until January 30, 1969 and for 20 episodes. It starred Peter Kastner and Patricia Blake.
Timothy Blair (Kastner) is a Hollywood talent agent who falls in love with Julie Renfield (Blake), an actress visiting the States filming a movie. After the movie wraps she returns to London. To help his brother complete a photography assignment, Timothy dresses as a hippie for the shoot. The photos are sent to an English modeling agent that assumes they are of a woman and offers “her” a job. Taking the opportunity to go to London to be with Julie, Timothy becomes “Timmie” and accepts the offer.