Whistlestop Girl (1993)

1963, 2:00 a.m., a lonely diner outside of New York City. A girl asks for her eighth cup of coffee, which begins her relationship with the counter man. She's decided this will be her first night as a "working girl," picking up truck drivers. As the counterman tries to see if she's serious, they begin to fall for one another. Until the truth comes out about her past... and a truck driver arrives.