As told in his memoir, Kim Basinger's then husband Ron Snyder found two love letters penned by Richard Gere stashed in a drawer in Basinger's home gym at the end of April 1986, decided to follow his wife on one of her late night shoots with Gere, tracked the cheating superstars to a restaurant and watched them passionately making out in the parking lot in Gere's limo. Snyder later confronted her and the marriage survived the affair, until Basinger started another romance on the set of Batman (1989).
When director Richard Pearce traveled to Chicago in Illinois, USA to make final decisions about filming locations there, actor Richard Gere went along, familiarizing himself with his character Eddie's world by spending many hours riding with Chicago undercover cops. In his sometimes frightening visits to the city's seamiest and most violent neighborhoods, Gere was grateful for any stray moment of humor that presented itself. "There were the two suspects", Gere - the American Gigolo (1980) star related wryly, "who argued back and forth, 'it's the Gigolo' - 'No, it's not ' - 'Yes it is' - all the way into the paddy-wagon".
The car wash seen at the beginning of the movie still exists and is now a Mobile Station on Elston Avenue in Chicago.
Star Richard Gere and director Richard Pearce went to work with screenwriter James Carabatsos on the creation of a shooting script, with Gere making suggestions about both his character Eddie Jillette and the general tone of the piece. Perace said: "Richard Gere was continually at work from the moment he decided to do the movie. He has a passionate respect for every part of the filmmaking process and participates in as much of it as he can as an equal partner, not as a star. He's as hardworking an actor as any I know".