

Drama · Crime
Drugstore Cowboy
Sooner or later, someone will pay the price.
Portland, Oregon, 1971. Bob Hughes is the charismatic leader of a peculiar quartet, formed by his wife, Dianne, and another couple, Rick and Nadine, who skillfully steal from drugstores and hospital medicine cabinets in order to appease their insatiable need for drugs. But neither fun nor luck last forever.
Trailer
Top Cast

Matt Dillon
Bob

Kelly Lynch
Dianne

James Remar
Gentry

James Le Gros
Rick

Heather Graham
Nadine

Beah Richards
Drug Counselor

Grace Zabriskie
Bob's Mother

Max Perlich
David
Directed by
Gus Van Sant
Production
Reviews
CinemaSerf
7/1011/9/2025
I reckon this might be the best effort I’ve seen from Matt Dillon as his “Bob” leads a small group of drug addicts who have finessed the art of stealing prescription medication from pharmacies and hospitals alike before retreating to a motel room and an amiable haze of booze and sex. He’s accompanied on his adventures by his wife “Dianne” (Kelly Lynch) and his understudy “Rick” (James Le Gros) and his gal “Nadine” (Heather Graham) who is very, very, green. Of course, their antics have attracted the attention of law enforcement and wily detective “Gentry” (James Remar) is soon on their trail. Aware that they might be living on borrowed time, they flee their usual stomping grounds until a tragedy befalls the group and that has quite a profound effect on a “Bob” who may now be having his own
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