Culture

The Best Gwyneth Paltrow Fashion Looks Of All Time Include This Iconic Red-Carpet Gown From The 2000s

by Danielle Naer

When it comes to timeless style, it doesn't get much better than Gwyneth Paltrow. The actor-turned-entrepreneur's personal style has weathered nearly every trend over the past four decades — including glam-punk, princess, and everything in between. Of course, Paltrow's best looks have taken place both on and off the red carpet, all of which showcased her undeniable sense of style, differently. Splicing together elevated cool blue-jean looks with baby pink cupcake dresses, Paltrow has built an ever-growing fashion repertoire and it's well worth taking notes on.

It's hard to say which look is the most imitable. But a foray into her fashion file should always start with the champagne Stella McCartney dress she sauntered in for the 2005 Academy Awards, which forever solidified her place in best-dressed fashion history. A decade prior, she'd be caught jaunting around with Brad Pitt in matching leather jackets. Flash-forward to today, and you'll find a seemingly wiser, chic-er GP, who's entrenched in the wellness world and still stunning in a bra top at age 47.

To reflect on the days back before her "goop" empire, provocative candles, and famous makeup-free parties, continue ahead — and be sure to shop the look for yourself. (Several styles are plucked directly from her super-luxe G. Label.)

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Little Black Dress (1998)

At the Great Expectations premiere in 1998, GP stunned in a skin-tight black spaghetti-strap dress with a shoulder wrap that screamed late-'90s.

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Little Black Dress (1998)

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Little Black Dress (1998)

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Classic Button Down (Circa 1996)

Ever a fan of a black and white look, Paltrow cut a chic figure with a fitted white button down and a black buckled skirt and boots.

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Classic Button Down (Circa 1996)

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Classic Button Down (Circa 1996)

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Transluscent Lace (1998)

Debuting platinum blond hair, Paltrow wore an ice blue dress to the New York Premiere of Shakespeare In Love.

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Transluscent Lace (1998)

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'90s Leather & Denim

Toting the latest W, Paltrow strolled around town with then-boyfriend Brad Pitt. Past her shock of blonde hair, GP wore a pair of dirtied sneakers, boot cut jeans and a symmetrical leather jacket to polish it off.

Ron Galella, Ltd./Ron Galella Collection/Getty Images

'90s Leather & Denim

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'90s Leather & Denim

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Cupcake Gown (1999)

For her Oscar win at the 71st Annual Academy Awards, GP made an unprecedented move with an ultra-girly cupcake dress by Ralph Lauren.

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Cupcake Gown (1999)

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Cupcake Gown (1999)

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Cowl Cami (2000)

With a cowl cami that practically signaled the start of the new millennium (and evoked all the vibes of the aughts), Paltrow stripped all the pageantry down, wearing a casual look to the Globes that year.

Ron Galella, Ltd./Ron Galella Collection/Getty Images

Cowl Cami (2000)

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Cowl Cami (2000)

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Flat Cap (2003)

At Mercedes Benz Fashion Week, Paltrow reminded everyone that a bold hat can polish off any look.

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Flat Cap (2003)

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Flat Cap (2003)

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Stella McCartney Mermaid Gown (2005)

At the 77th annual Academy Awards in 2005, Paltrow set her immaculate style in stone, forever, by way of a champagne pink Stella McCartney gown. She added a black croc-effect clutch, which is a trend that's alive and well in 2020.

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Stella McCartney Mermaid Gown (2005)

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Stella McCartney Mermaid Gown (2005)

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Thom Browne Cardigan (2016)

Paltrow's airport style, too, is as chic as you'd expect. While the original Thom Browne cardigan can't be nabbed, the same design in different colorways is available through Farfetch.

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Thom Browne Cardigan (2016)

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Thom Browne Cardigan (2016)

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Emerald Jumpsuit (2019)

Stepping out in a G. Label original, GP donned the rich green hue to The Politician premiere in 2019. The same onesie is *somehow* still in stock, for those willing to splurge.

Robert Kamau/GC Images/Getty Images

Emerald Jumpsuit (2019)

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Emerald Jumpsuit (2019)

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Monochromatic Purple (2019)

Under her double-breasted trench, GP wore matching purple Genny trousers and top — both of which have since sold out. You can get a similar look, from ROCHAS, below, along with a G. Label coat.

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Monochromatic Purple (2019)

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Monochromatic Purple (2019)

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Cream G. Label Set (2020)

At The goop Lab premier in January, Paltrow reminded the internet that her style is as chic as ever. The custom G. Label look is now sold out, all save for the pant, which is available in a gunmetal hue.

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Cream G. Label Set (2020)

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Cream G. Label Set (2020)

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