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The Cowboy and the Lady
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You can watch The Cowboy and the Lady (1938) for free on Hoopla.
Mary Smith decides after a lifetime of being a shut-in to do something wild while her father is out campaigning for the presidency, so she takes off for the family's home in West Palm Beach and inadvertently becomes romantically entangled with earnest cowboy Stretch Willoughby. Neither the dalliance nor the cowboy fit with the upper class image projected by her esteemed father, forcing her to choose.
The Cowboy and the Lady is a film that explores themes of rodeo, blind date, maid.
Trailer
Director
H. C. Potter
Cast
Gary Cooper, Merle Oberon, Patsy Kelly, Walter Brennan, Fuzzy Knight, Mabel Todd, Henry Kolker, Harry Davenport, Emma Dunn, Walter Walker
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The Cowboy and the Lady
You can watch The Cowboy and the Lady (1938) for free on Hoopla.
Director
H. C. Potter
Cast
Gary Cooper, Merle Oberon, Patsy Kelly, Walter Brennan, Fuzzy Knight, Mabel Todd, Henry Kolker, Harry Davenport, Emma Dunn, Walter Walker
6 options ranked by value · 🇺🇸 United States
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rodeo · blind date · maid
The Cowboy and the Lady is streaming on Amazon Prime. The Cowboy and the Lady is streaming on Amazon Prime Video with Ads. Watch The Cowboy and the Lady for free on Hoopla. Watch The Cowboy and the Lady for free on Kanopy. Watch The Cowboy and the Lady for free on Plex. Watch The Cowboy and the Lady for free on Plex Channel. Availability last verified April 7, 2026.