Richard Gere/Julia Roberts, “Pretty Woman”
On-screen: The elite businessman and the high-end prostitute. What started as a pure business transaction—complete with show-dates and shopping sprees—evolved into sincere affection. It was the romance that reignited Gere’s career and launched Roberts into superstardom.
Off-screen: In the year after “Pretty Woman,” Gere married supermodel Cindy Crawford. He’s now married to actress Carey Lowell. Roberts has had an active dating life but one of her stormiest relationships happened the year “Pretty Woman” was released. She met Kiefer Sutherland on the set of “Flatliners,” got engaged and ultimately broke off the relationship three days before the wedding. She’s been married to cameraman Daniel Moder since 2002.