How the Coolest Celebs Were Wearing Shirts and Jeans 30 Years Ago

Sometimes, to find really great outfit inspiration, we need to look the past to inform our modern-day wares. For parties, we look to the likes of Kate Moss and Bianca Jagger; for tartan, we continually turn to Princess Diana; and for excellent dress options, Liz Hurley is our go-to. 

However, flashback fashion isn't all about statement prints and extra silhouettes; the '80s and '90s were eras dominated by two essentials—shirts and jeans—and there's so much we can learn from the way celebrities wore them at the time. 

In fact, we've trawled through the fashion archives to find 20 examples of celebrities wearing jeans and shirts in vintage photographs, going as far back as the mid-'50s, right through to the early '00s. From Sade to Sienna, and Cindy to SJP, keep scrolling to see the chicest ways to wear a shirt and jeans, in true vintage celebrity style.

Celebrities Jeans Shirts Vintage: Princess Diana in a pink shirt and dark jeans

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Style Notes: Diana proves she's just as comfortable in ballgowns and tiaras as she is a pink linen shirt and high-waist jeans. What a woman she was. 

Celebrities Jeans Shirts Vintage: Cindy Crawford in a white shirt, blazer, and jeans

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Style Notes: Airport outfits don't come chicer than Cindy Crawford's combination of a white shirt, vintage-wash denim, slouchy blazer and tan accessories. 

Celebrities Jeans Shirts Vintage: Courteney Cox in a black shirt and light-wash jeans

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Style Notes: A black shirt, light-wash jeans, mega hoops—Courteney Cox's look is one we'd gladly re-create for our next night out. 

Celebrities Jeans Shirts Vintage: Daisy Fuentes in a checked shirt and straight-leg jeans

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Style Notes: Model Dasiy Fuentes is an Americana pin-up in her baseball cap, flannel shirt, straight-leg jeans, white socks and heeled loafers. 

Celebrities Jeans Shirts Vintage: Diana Ross in a short sleeve shirt and jeans

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Style Notes: Diana Ross does flamboyancy so well, but it turns out she also has a penchant for jeans, short-sleeve shirts and cowboy hats.

Celebrities Jeans Shirts Vintage: Goldie Hawn in a leopard blouse and jeans

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Style Notes: To be honest, we'd happily wear Goldie or Kurt's jean-and-shirt outfits. 

Celebrities Jeans Shirts Vintage: Claudia Schiffer in a navy blazer, white shirt and ripped jeans

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Style Notes: See how Claudia Schiffer has effortlessly paired her high-neck shirt and navy, brass-buttoned blazer with some ripped jeans? This is high-low dressing at its finest. 

Celebrities Jeans Shirts Vintage: Gwyneth Paltrow in a fitted blouse and baggy jeans

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Style Notes: Nowadays Gwyneth is all about statement dresses and chic tailoring, but, back in the '90s, baggy jeans, button-down blouses and Converse served as her daily uniform. 

Celebrities Jeans Shirts Vintage: Gail Russell in a plaid shirt and wide-leg jeans

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Style Notes: Could this '50s look from Gail Russell be any more 2019? We think not.

Celebrities Jeans Shirts Vintage: Jennifer Aniston in a grey blouse and high-waist jeans

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Style Notes: The only thing fresher than Jen's face is her flair for shirting, jeans and knotting her belt just so. 

Celebrities Jeans Shirts Vintage: Jane Birkin in a white shirt, jeans, and carrying a basket bag

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Style Notes: Jane Birkin was just as attached to boyfriend jeans and white linen as she was her trademark wicker basket. 

Celebrities Jeans Shirts Vintage: Iman in a printed shirt, blazer and straight-leg jeans

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Style Notes: Iman makes a case for print-clashing with her jazzy shirt and pinstripe blazer. 

Celebrities Jeans Shirts Vintage: Julia Roberts in high-waist jeans, a short sleeve shirt and a western belt

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Style Notes: Julia Roberts has given us many gifts, but none more useful than this short-sleeve shirt, straight-leg jeans and Western belt outfit idea. 

Celebrities Jeans Shirts Vintage: Reese Witherspoon in a white cotton blouse, light jeans and leather accessories

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Style Notes: The red carpet used to be significantly more casual than it is today, as Reese Witherspoon can attest. 

Celebrities Jeans Shirts Vintage: Naomi Campbell in a black sheer shirt and bootleg jeans

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Style Notes: Naomi Campbell serves up the most glamorous way to wear jeans and a shirt: sheer and low-slung. 

Celebrities Jeans Shirts Vintage: Nicole Kidman in a white shirt, blue jeans and black boots

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Style Notes: The only thing that could make Nicole's look more perfect is if she borrowed Tom Cruise's Ray-Bans. 

Celebrities Jeans Shirts Vintage: Sienna Miller in a striped shirt and black skinny jeans

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Style Notes: Sienna Miller wore a striped shirt and skinny jeans, so we wore a striped shirt and skinny jeans. 

Celebrities Jeans Shirts Vintage: Sade in a tie-waist shirt and blue, vintage-wash jeans

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Style Notes: Sade is fast-becoming our summer 2019 fashion muse. We're re-creating this look of a tie-waist blouse, high-waist jeans and hoop earrings at the first signs of sunshine. 

Celebrities Jeans Shirts Vintage: Marilyn Monroe in a white sleeveless shirt and high-waist jeans

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Style Notes: Marilyn Monroe looks relaxed and chic in equal measure in her high-waist jeans and short-sleeve blouse. 

Celebrities Jeans Shirts Vintage: Sarah Jessica Parker in an oversized shirt and jeans

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Style Notes: We don't know about you, but we think Sarah Jessica Parker's oversized shirt, blue jeans and white scrunchie are worth waving a flag for.