Olivia Dean’s Style Evolution In 23 Looks


When a musical act comes up seemingly overnight, it can feel like they came out of nowhere. Olivia Dean burst onto the global mainstream scene in 2025 with songs built for both slow-jam mornings and TikTok tutorials, but her ascent was not immediate. The British crooner has been putting in the legwork for over five years, and now has two full-length albums and a Grammy nomination under her belt. The resounding comments-section consensus about Dean is that, firstly, her aura and smile could cure several terminal illnesses, and secondly, that her stylist loves her. Dean has been working alongside Simone Beyene for a few years now, and they’ve honed in on her personal and stage style to world-class effect.

Dean loves to support emerging British designers (Chopova Lowena, 16Arlington, and Conner Ives, to name a few) and rock up in global luxury brands (she’s friendly with Chanel, Burberry, and Miu Miu). A few hallmarks of the Dean Look: She loves a column gown to accentuate her slim figure; sparkles and glitter are great, but she dons them tastefully; and when the occasion calls for it, a minidress and heels will not only make a great photo, but keep her cool when she’s delivering a set during a summer festival. In honor of our December It Girl, we rewound the clock to capture her best style moments, from becoming a front-row and Brit Awards fixture to her career-defining 2025 stint on live television.

2021, The Fashion Awards

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C on both sides like Chanel: great lyric, even better in practice. The fishnet tights and Lola T-shirt take this from “lady at lunch” to “cool girl on the cusp of stardom.”

2022, Charles Finch & Chanel’s Pre-BAFTA Dinner

LONDON, ENGLAND - MARCH 12: Olivia Dean attends Charles Finch x CHANEL - The Night Before BAFTA Dinn...

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Her love affair with Chanel continued with this feathered frock that we imagine would look even better as she waltzes across a stage.

2022, The Fashion Awards

LONDON, ENGLAND - DECEMBER 05: Olivia Dean performs on the red carpet during The Fashion Awards 2022...

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For her first Fashion Awards, purple was the winning color of the night. Dean wore a bow-festooned confection made by independent Irish designer Parnell Mooney.

2023, KIKO London

A London girl through and through, Dean appreciates a sheer party look like anyone else. This Miu Miu set was not only a runway pull that signaled her growing stardom, but did all the talking for her while she sang onstage.

2023, Mercury Prize

Olivia Dean attending the Mercury Prize 2023 awards show at the Eventim Apollo in London. Picture da...

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She’s a winner, baby, and in emerging designer Standing Ground no less! She finds a way to make typically girlish colors feel mature with decadent fabrics and simple, architectural silhouettes.

2023, Valentino SS24 Show

PARIS, FRANCE - OCTOBER 01: (EDITORIAL USE ONLY - For Non-Editorial use please seek approval from Fa...

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From small venues to the front row. Purple works so wonderfully on her skin tone, and this beauty look is also one for the books.

2023, The Fashion Awards

LONDON, ENGLAND - DECEMBER 04: Olivia Dean attends The Fashion Awards 2023 Presented by Pandora at t...

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Another day, another luxury label in her roster. This angelic Fendi look is one of her more mature to date, and it shows all you need is excellent draping to make a statement.

2024, Brit Awards

British singer Olivia Dean poses on the red carpet upon arrival for the BRIT Awards 2024 in London o...

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Another purple stunner — this one is custom Saint Laurent — that channels a bit of old soul, made new with dynamic gold jewelry.

2024, Glastonbury

GLASTONBURY, ENGLAND - JUNE 28: Olivia Dean performs on the Pyramid Stage during day three of Glasto...

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A crowning achievement for any British musical act is hitting the stage at Worthy Farm, and Dean made a statement with her energetic set and custom Chopova Lowena dress that showed off her punky side.

2024, Miu Miu SS25 Show

Olivia Dean at Miu Miu RTW Spring 2025 as part of Paris Ready to Wear Fashion Week held at Palais d'...

Preppy? Check. Bag charm? Check. It-Girl Cartier Baignoire watch? Check. Miss Dean hit all the right notes (and trends) for the Miu Miu show in Paris.

2024, The Fashion Awards

LONDON, ENGLAND - DECEMBER 02: Olivia Dean attends The Fashion Awards 2024 presented by Pandora at t...

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She’s giving opulence in army-green custom Gucci, and the gown kept up the sensuality with daring side slits.

2025, Bridget Jones: Mad About The Boy Premiere

LONDON, ENGLAND - JANUARY 29: Olivia Dean attends the "Bridget Jones: Mad About The Boy" World Premi...

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The first major public appearance in the Year of Olivia Dean was va-va-voom sexy, with a halter-neck crystal bodycon dress made even hotter with a peep-toe platform.

2025, Australia

Movement is key for an Olivia Dean performance look, and this David Koma runway look fit the bill, clearly.

2025, BST Hyde Park

LONDON, ENGLAND - JULY 06: Olivia Dean performs live at BST Hyde Park on July 06, 2025 in London, En...

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When you hit the stage to open for Sabrina Carpenter, you better wear something short and sweet. This custom Louis Vuitton fit the bill, with an ’80s-leaning ruffle and pattern motif that is campy and downright fun.

2025, The Tonight Show Starring Jimmy Fallon

THE TONIGHT SHOW STARRING JIMMY FALLON -- Episode 2159 -- Pictured: Musical guest Olivia Dean poses ...

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First stop was the United Kingdom and Europe; next stop, the United States. Her late-night debut was made ever-more convincing with this fringed Feben dress.

2025, London

A timeless stunner deserves an equally enchanting gown, and this classy 16Arlington custom dress proved she’ll be here for a while, long after the viral hits.

2025, Fonda Theatre

Another custom Louis Vuitton look, this one features a crystal-covered lace skirt that twirled and dipped with her soulful songs.

2025, “Man I Need” Music Video

The look that made a million waves on TikTok. This handkerchief-style Conner Ives dress fit the bill of joyous, exuberant style that “Man I Need” calls for.

2025, Austin City Limits

AUSTIN, TEXAS - OCTOBER 11: Olivia Dean performs onstage during weekend two, day two of the 2025 Aus...

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Another Chopova Lowena bubble skirt in the books, this time with the perfect accessory: a tambourine.

2025, Burberry SS26 Show

LONDON, ENGLAND - SEPTEMBER 22: Olivia Dean attends the Burberry show during London Fashion Week Sep...

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At this point, Dean is a top front-row fixture, and this scarf-forward Burberry look feels right at home on the Brit of the moment.

2025, CFDA Fashion Awards

Olivia Dean at the 2025 CFDA Fashion Awards held at The American Museum of Natural History on Novemb...

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Ladies and gentlemen, she has officially arrived. Not only is custom Thom Browne a fashion-girl flex, but this color was made for her.

2025, Saturday Night Live

SATURDAY NIGHT LIVE -- Episode 1890 -- Pictured: Musical guest Olivia Dean performs on Saturday, Nov...

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We praised Dean’s quartet of Versace looks by new designed Dario Vitale after she brought down 30 Rock, but this beaded custom mini frock was the winner.

2025, ARIA Awards

SYDNEY, AUSTRALIA - NOVEMBER 19: Olivia Dean performs onstage during the 2025 ARIA Awards at Hordern...

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Another gold minidress, but this time down under — and by Rachel Gilbert.



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