Happy Trails! 34 Great Pop Culture Cowboys and Cowgals

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6. Brokeback Mountain (2005)

Everett Collection

Ang Lee’s awe-inspiring Western masterpiece follows Ennis Del Mar (Heath Ledger), a tight-mouthed tough guy who falls in love with his fellow cowpoke Jack Twist (Jake Gyllenhaal) but is unable — or, rather, unwilling — to take the relationship past the occasional tryst. Two years since its release, there’s no denying that the whole hoopla over Brokeback and its frank sexuality overshadowed a poignant part of its narrative being: proof that cowboys most certainly do cry.

KLEENEX MOMENT His lifelong love dead, crestfallen Ennis clings for dear life to Jack’s tattered old shirt.

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Urban Cowboy: Everett Collection

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Lynn Goldsmith/Corbis

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Tony Esparza

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©Pixar/Disney

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Yosemite Sam: Everett Collection

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