Permanent Midnight

Permanent Midnight is a 1998 independent drama film directed by David Veloz and starring Ben Stiller. The supporting cast features Maria Bello, Elizabeth Hurley, Owen Wilson, Cheryl Ladd and Janeane Garofalo.

Approaching the end of a drug rehabilitation program, Jerry Stahl Stiller quits his job at a fast food restaurant on an impulse when an attractive woman named Kitty Bello pulls up at the drivethrough window. The two check into a motel, where Jerry tells her about his life in between bouts of sex. A series of flashbacks, intercut with their conversations, details his working life to this point.After moving to Los Angeles from New York City, Jerry already addicted to various prescription medications becomes friends with another addict, Nicky Wilson. At the urging of Nicky and his girlfriend Vola Lourdes Benedicto, Jerry marries Volas friend Sandra Hurley so she can get her green card. Sandra uses her position at a television studio to get Jerry onto the writing staff of the popular comedy series Mr. Chompers. He uses memories from his childhood, including his mothers hysterical grief over his fathers death, to fuel his writing. ........

Source: Wikipedia