What Street Style Has Looked Like In The Past 100 Years

Though "street style" as a term — and blogger-making, bill-paying phenomenon — came into consciousness in the age of the Internet, the concept (surprise!) has been around for as long as people have been, well, wearing clothes and walking on streets. Today's big names certainly owe a lot to the likes of Bill Cunningham and his unexpected shots of fancy people going about their daily business, first published in The New York Times in 1978. But, a more ambitious history could trace the line of influence all the way back from Charles Baudelaire's written observations of dandies in The Painter of Modern Life to contemporary sites like The Sartorialist.

Since so much of fashion (and fashion photography) is cyclical, we thought we'd take a look back at the OG images that capture real-life style stars showing off familiar trends, way before they came around again. The result of our deep, archival dive is a collection of images dating back to the '20s that have serious sartorial staying power — no over-shuttered street style stars involved. 

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Photo: Brooke/Getty Images.
1928: Another stylish duo that prove collegiate sweaters and pleated skirts didn't debut last fall — they were around in the '20s!
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Photo: Archivio Cameraphoto Epoche/Getty Images.
1951: Feed the birds. Belt your blazer. Go for a cornerless hat. If you want to take a page out of this '50's style star's book, that is.
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Photo: Popperfoto/Getty Images.
1951: Let's bring back that perfect fourth position — and midi dress.
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Photo: The Asahi Shimbun/Getty Images.
Lady bags are definitely "back," but they looked just as good back in the early '50s.
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Photo: Mondadori/Getty Images.
1956: That guy's into her cocoon coat, contrasting hat, and bold makeup — and so are we.
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Photo: Popperfoto/Getty Images.
1958: The ol' walk and talk. Spotted here with toggle coats.
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Photo: Howard Sochurek/Getty Images.
1959: Lady in red. Always head-turning.
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Photo: KAMMERMAN/Getty Images.
1960: We should take a hint from this image and put our hand on the upper thigh instead of the actual waist. Then, we should get this pink ensemble.
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Photo: Trinity Mirror/Mirrorpix/Alamy.
This jumpsuit glistens, even in black and white.
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Photo: Luis Marden/Getty Images.
1962: This is a street style photographer's dream: Bright dress, perfect lighting, and a clear path for strutting.
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Photo: Popperfoto/Getty Images.
1963: Brightly colored thoughtfulness.
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Photo: Archivio Cameraphoto Epoche/Getty Images.
1965: A little bit of drama always goes a long way (for catching attention and camera snaps).
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Photo: Keystone/Getty Images.
1965: Oh! There you are! Two racing stripe coats are better than one (kinda look like Carven and we don't hate it).
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Photo: Richard Davis/Getty Images.
1966: This is the sartorial version of Daft Punk street style circa 1966.
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Photo: Popperfoto/Getty Images.
1965: Okay, she's just killing the game.
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Photo: Popperfoto/Getty Images.
1966: At first glance, this is Blake Lively. In reality, it's a '60s fashion goddess.
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Photo: Wesley/Getty Images.
1967: Sheers and feathers looked just as good in 1967 as they do today. Especially with that 'do.
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Photo: Roy Jones/Getty Images.
1968: Looking off into the distance thoughtfully (and mod outfits) have been street style musts for decades.
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Photo: John Minihan/Getty Images.
1968: Lean with it, rock with it, like it's the late 1960s.
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Photo: Vernon Merritt III/Getty Images.
1969: Nothing says nonchalant style like a bag over the shoulder. Can we resurrect this pose? And that cobalt blue?
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Photo: Keystone/Getty Images.
1969: Fashion police? Don't pull me over. It's just leopard print.
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Photo: Stringer/Getty Images.
1969: We wanna go back to 1969, take this coat, scarf, hat, and boots, and then come back to 2015 and get this exact shot up on The Sartorialist.
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Photo: Ian Showell/Getty Images.
1972: We've said it before, we'll say it again: #twinning is back. Double points for making it work with an Annie Hall vibe.
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Photo: Graham Wood/Getty Images.
1973: We're obsessed with her and those bellbottom overalls circa 1973. Topshop, please make this.

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