January 17, 2025 | Binet

Hollywood's Most Fashionable Films


Must-Watch Fashionable Movies Of All Time

Fashion and film have always been inseparable, creating iconic looks that inspire trends and leave lasting impressions. In this list, we’re exploring the most fashionable films that have captivated audiences with their stunning costumes and timeless style.

Fashgal

Funny Face

Funny Face is a fashion film where Audrey Hepburn’s shy bookshop assistant Jo Stockton unexpectedly becomes a muse to Fred Astaire’s charming photographer. With stunning costumes, delightful tunes, and dreamy Parisian scenes, it’s a whimsical celebration of fashion and dreams.

Funny FaceFunny Face (1957), Paramount Pictures

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A Single Man

A Single Man, directed by the iconic Tom Ford, is a visually stunning and deeply emotional film about George, a man grieving the loss of his boyfriend. With heartfelt encounters and breathtaking costumes by Arianne Phillips, it’s a cinematic masterpiece that will leave you moved—a must-watch for its beauty and raw emotion.

A Single ManA Single Man (2009), The Weinstein Company

Blow-Up 

Blow-Up is a stylish thriller set in the heart of Swinging Sixties London. The story follows Thomas, a fashion photographer who stumbles upon a potential murder in one of his photos. 

Jane Birkideepskyobject, Flickr

Pretty In Pink

Pretty in Pink rocked unforgettable looks that are still iconic today. From Duckie’s quirky bolo ties and rolled sleeves to Blane’s effortlessly cool suits, the fashion was on point. And then there’s Andie, played by Molly Ringwald, whose vintage cardigans, costume jewelry, and floral everything remains timelessly enviable.

Molly Ringwald FactsFlickr

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Barbie

Barbie includes jaw-dropping fashion straight from the Chanel archives and Mattel’s iconic closet. Thanks to Greta Gerwig’s direction and Jacqueline Durran’s costume magic, it’s not just a movie, it’s one of the most stylish films in Hollywood history.

Screenshot from the movie Barbie (2023)Warner Bros., Barbie (2023)

Who Are You, Polly Maggoo? 

Who Are You, Polly Maggoo? is a satirical take on the Swinging Sixties, poking fun at the extravagance of the fashion world with a mix of glamour and absurdity. Directed by photographer William Klein, it’s a dazzling time capsule of 1960s style that’s even inspired designers like Jean-Paul Gaultier. 

Who Are You, Polly Maggoo?Who Are You, Polly Maggoo? (1966)

Crazy Rich Asians

Crazy Rich Asians became a global hit for its stunning mix of romance, comedy, and iconic fashion. Constance Wu shines as Rachel, an everyday woman swept into the extravagant world of Singapore’s elite, where designer outfits are practically a sport. It’s a glamorous, feel-good twist on the classic rags-to-riches tale.

Crazy Rich Asians factsCrazy Rich Asians (2018), Warner Bros.

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Mahogany

In Mahogany, Diana Ross dazzles as Tracy Chambers, an ambitious design student whose creations take 1970s Rome’s high society by storm. The film is a glamorous fashion fantasy with a thought-provoking message as Tracy navigates the pull between love, activism, and the glitz of her European modeling career. 

Diana Ross FactsMahogany,Paramount Pictures

Down With Love

Down With Love is a rom-com gem that’s witty, hilarious, and packed with dazzling costumes and a star-studded cast. Renée Zellweger shines as Barbara Novak, a feminist author with a fabulous wardrobe who goes head-to-head with Ewan McGregor’s charming ladies’ man, Catcher Block. 

Down With LoveDown With Love (2003), 20th Century Fox

Personal Shopper

Personal Shopper is a spooky, suspenseful film starring Kristen Stewart as a personal shopper for a supermodel. As strange events unfold, the story takes unexpected twists. It’s a must-watch if you’re in the mood for a thriller with a supernatural edge.

Personal ShopperPersonal Shopper (2016)

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Funny Girl

Funny Girl is a beloved classic that introduced Barbra Streisand to the world as the charming Fanny Brice. She lights up the screen with her stunning outfits, taking us on a journey from a showgirl to a comedy legend.

 Barbra Streisand EditorialFlickr

The Devil Wears Prada

The Devil Wears Prada offers a fun, behind-the-scenes look at the glamorous yet ruthless world of fashion media. Meryl Streep shines as the fierce Miranda Priestly, while Anne Hathaway’s Andy Sachs navigates her way from fashion newbie to polished assistant. 

Screenshot from the movie - The Devil Wears Prada (2006)Fox 2000, The Devil Wears Prada (2006)

Love Story

In Love Story, Ali MacGraw’s character Jenny not only captures hearts but also sparks a fashion revolution with her effortless preppy-meets-boho style. From her camel coat and striped scarf to the iconic knitted beanie from her personal collection, MacGraw brought her flair to the screen. 

Ali MacGraw and Ryan O'Neal in Love Story (1970)Paramount, Love Story (1970)

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Coco Before Chanel

Coco Before Chanel is a must-watch, featuring Audrey Tautou’s brilliant portrayal of Coco Chanel’s early years. The film beautifully captures Chanel’s journey from seamstress to iconic designer, with stunning costumes by Catherine Leterrier that won her a César Award. 

Coco Before ChanelCoco Before Chanel (2009), Warner Bros Picture

House Of Gucci

Lady Gaga knows how to turn heads with her on-set style. While House of Gucci got mixed reviews, it’s packed with vintage fashion moments and iconic quotes, especially Gaga’s unforgettable “Father, son, and House of Gucci” line. It’s a must-see for fans of fashion and drama.

Screenshot of  House of Gucci (2021)MGM, House of Gucci (2021)

Josie And The Pussycats

Josie and the Pussycats is a classic, thanks to its witty satire and amazing costumes by Leesa Evans. The film combines everything we love: sharp cultural commentary, catchy musical numbers, and stunning visuals.

Screenshot from the film Josie and the Pussycats (2011)Universal, Josie and the Pussycats (2011)

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The Princess Diaries

Anne Hathaway shines in The Princess Diaries, a charming fashion film about an ordinary teen who discovers she’s royalty. Thrust into a new world, she navigates tiaras and transformation with plenty of heart. 

Screenshot from the film The Princess Diaries (2001)Walt Disney, The Princess Diaries (2001)

The Great Gatsby

The Great Gatsby (2012) perfectly captures the decadence of the 1920s, making it a feast for the eyes. With costumes designed by Catherine Martin and Miuccia Prada, the film brings lavishness to life through stunning looks. 

F. Scott Fitzgerald factsThe Great Gatsby(2013), Warner Bros.

Clueless

With iconic plaid skirt sets, over-the-knee socks, and Mary Janes, Clueless redefined schoolgirl style. Decades later, its looks are still as timeless as Cher’s confidence.

High School Movies FactsClueless,Paramount Pictures

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The Wiz

Diana Ross dazzles in The Wiz, a bold reimagining of The Wizard of Oz. This visually stunning musical is packed with incredible performances and unforgettable costumes. 

Broadway Shows FactsThe Wiz, Universal Pictures

Life-Size

Life-Size stars supermodel Tyra Banks as a doll who magically comes to life and Lindsay Lohan as the girl who brings her to reality. With plenty of amazing outfits and heartwarming moments, this nostalgic comedy is a treat for fashion lovers. 

Life-SizeLife-Size (2000), Walt Disney Television

Marie Antoinette

Sofia Coppola’s Marie Antoinette has become a favorite for fashion lovers everywhere. With stunning costumes by Milena Canonero, who won an Oscar for her work, the film perfectly blends historical decadence with modern flair.

Marie Antoinette (2006 film)Columbia, Marie Antoinette (2006) 

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Phantom Thread

Paul Thomas Anderson’s Phantom Thread is a drama about a brilliant yet troubled dressmaker, Reynolds Woodcock, and his fierce muse-turned-wife, Alma. With breathtaking costumes and an intense story, it’s a cinematic masterpiece.

Screenshot of the movie  Phantom Thread (2017)Focus Features, Phantom Thread (2017)

Ready To Wear

Ready to Wear is a chic and witty 1994 fashion film packed with stars like Julia Roberts, Sophia Loren, and Kim Basinger. Set during Fashion Week, this murder mystery follows two reporters uncovering secrets in the glamorous world of haute couture. 

Ready To WearReady To Wear (1994), Miramax Films

Showgirls

Showgirls is a must-watch, or rewatch, because it’s the kind of film that never gets old. Paul Verhoeven’s 1995 cult classic follows an ambitious Vegas dancer navigating a world of drama, danger, and unforgettable fashion.

Screenshot of Elizabeth Berkley in Showgirls (1995)United Artists, Show Girls (1995)

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The Bitter Tears Of Petra Von Kant

The Bitter Tears of Petra von Kant is a classic loved by fashion and film enthusiasts alike. Set almost entirely in the glamorous bedroom of a self-absorbed designer, it’s a stylish exploration of beauty, heartbreak, and toxic relationships. 

The Bitter Tears Of Petra Von KantThe Bitter Tears Of Petra Von Kant (1972), Filmverlag de Autoren

The Neon Demon

Nicholas Winding Refn’s The Neon Demon is a beautiful fashion thriller starring Elle Fanning, Christina Hendricks, and Keanu Reeves. With its striking visuals and moody atmosphere, it’s a cinematic feast for the eyes.

Screenshot of Elle Fanning from - The Neon Demon (2016)Space Rocket Nation, The Neon Demon (2016)

Zoolander

Zoolander was one of the first films to hilariously parody the world of male supermodels, and it’s still a favorite today. With endless quotable lines and iconic looks perfect for Halloween costumes, it’s a comedy classic we’ve all watched over and over again.

Screenshot from the movie - Zoolander (2001)Paramount, Zoolander (2001)

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Cruella

Disney’s Cruella dives into the stylish origins of the infamous villain. Set in 1960s London, Cruella shakes up the fashion world with bold, dark designs, echoing real-life icons like Vivienne Westwood. 

Cruella ScreenshotCruella (2021), Walt Disney Pictures

Breakfast At Tiffany’s 

Audrey Hepburn shines as the quirky and ambitious Holly Golightly in Breakfast at Tiffany’s, a story of love, heartbreak, and big dreams in New York City. As Holly schemes to marry rich, she crosses paths with struggling writer Paul Varjak, leading to a whirlwind of romance and chaos. 

Audrey Hepburn FactsWikimedia Commons

The Dressmaker

In The Dressmaker, Kate Winslet plays the character Tilly, a couture designer who returns to her small Australian hometown seeking both redemption and revenge. Armed with glamorous dresses and sharp wit, she transforms the locals while confronting the dark secrets of her past. 

The DressmakerThe Dressmaker (2015), Universal Pictures

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Confessions Of A Shopaholic

In Confessions of a Shopaholic, Isla Fisher’s Rebecca Bloomwood navigates the fashion world while battling her shopping addiction in New York City. Her colorful outfits and bold accessories are perfect for the fashion magazine job she dreams of, but her growing credit card bills lead her straight to Shopaholics Anonymous. 

Confessions of a ShopaholicConfessions of a Shopaholic (2009), Walt Disney Pictures

The Millionairess

In The Millionairess, Sophia Loren plays the world’s richest woman on a quest for love, dressed to perfection in clothes by Pierre Balmain. Her wardrobe is a stunning mix of glamorous gowns and bold, whimsical hats. 

Sophia Loren FactsGetty Images

Romeo + Juliet

Baz Luhrmann’s Romeo + Juliet is not just visually stunning—it uses fashion to tell the story. The Montagues rock bold Hawaiian shirts and neon hair, while the Capulets stick to sleek black leather with silver accents. For the star-crossed lovers, Miuccia Prada’s simple, elegant designs set them apart from their feuding families, making their love shine even brighter.

Scene from Romeo + Juliet movie - 2009Michelle B., Flickr

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Gone With The Wind

Victor Fleming’s Gone with the Wind smashed records when it debuted in 1939, but it’s Walter Plunkett’s stunning costumes that keep us coming back. The designs make the film a timeless masterpiece of fashion and storytelling.

Old Hollywood Stars factsWikimedia Commons

Annie Hall

This 1970s classic redefined fashion with its tailoring, waistcoats, floppy hats, round glasses, and patterned ties. Ralph Lauren, who provided many of the pieces, took inspiration from Diane Keaton’s own eclectic style, making it a timeless fashion favorite.

Diane Keaton FactsAnnie Hall (1977), United Artists

BAPS

BAPS is finally getting the recognition it deserves for its bold costume design, which has inspired rappers, pop stars, and drag queens alike. Halle Berry and Natalie Desselle light up the screen as Nisi and Mickey, two aspiring entrepreneurs chasing their dreams in LA. 

BAPSBAPS (1997), New Line Cinema

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Desperately Seeking Susan

In Desperately Seeking Susan, Madonna shines as the effortlessly cool main character, rocking thrifted treasures, layered mesh, lace, and bold accessories that define edgy 80s style.

Desperately Seeking SusanDesperately Seeking Susan (1985), Orion Pictures

To Wong Foo, Thanks For Everything! Julie Newmar

To Wong Foo, Thanks for Everything! Julie Newmar is a hilarious and heartfelt celebration of drag culture and its impact on American history. The film is known for its iconic costumes and unforgettable performances. 

To Wong Foo, Thanks For Everything! Julie NewmarTo Wong Foo, Thanks For Everything! Julie Newmar (1995), Universal Pictures


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