The Most Stylish Movies and What We Can Learn From Them


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Where Fashion And Film Collide

Movies serve as a captivating reflection of societal trends, and one of the most intriguing aspects they mirror is fashion. From iconic costumes to trendsetting ensembles, the silver screen has played a pivotal role in shaping cultural aesthetics. In this exploration, we embark on a cinematic journey through the annals of US cinema, unraveling the most fashionable movies that not only captivated audiences but also left an indelible mark on the world of style. We'll delve into the intricate relationship between the fashion and movie industries, uncovering how each influences and inspires the other, creating a symbiotic relationship that has defined eras and shaped the very fabric of good taste.

Embark on this stylish voyage with us, where we explore the captivating world where fashion and film collide, revealing the secrets to creating lasting impressions in the hearts and minds of consumers. In this blog, Hollywood Branded shares insights into The Most Stylish Movies every fashionista should watch and extract valuable lessons from them.

The Most Stylish Movies and what we can learn from them

The Silver Screen as a Fashion Catwalk: A Historical Perspective

To understand the evolution of fashion in cinema, we must rewind the reel and examine how the industry has transformed over the years. From the glamour of Hollywood's Golden Age to the rebellious spirit of the '60s and the bold statements of the '80s, each era brought forth movies that entertained and set the stage for sartorial revolutions.

Fashion and Film - A Two-Way Street

The relationship between the fashion and film industries is not one-sided. While movies often draw inspiration from the world of fashion, the reverse is equally true. Explore how designers collaborate with filmmakers to create unforgettable looks that become synonymous with the characters they adorn. We'll uncover how the runway and the red carpet have become intertwined, showcasing a dynamic interplay between these two creative powerhouses.

Cinematic Icons: Movies That Defined Fashion

Delve into the celluloid vaults to rediscover movies that transcended their narrative boundaries to become cultural touchstones for style. From Audrey Hepburn's timeless elegance in "Breakfast at Tiffany's" to the rebellious edge of the cast in "The Devil Wears Prada," these films entertained and served as trendsetters, influencing fashion trends for years to come.

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"Gone With The Wind" (1939): Southern Belle Elegance

A cinematic classic, "Gone With The Wind" features costumes by Walter Plunkett that epitomize Southern belle elegance. Scarlett O'Hara's iconic green velvet dress is etched in cinematic history as a symbol of timeless glamour.

Scarlett O'Hara's iconic green velvet dress

"Rear Window" (1954): Grace Kelly's Glamour

Alfred Hitchcock's "Rear Window" features the impeccable style of Grace Kelly. Edith Head's costumes for Kelly's character, Lisa Fremont, exude the epitome of mid-century glamour, influencing fashion of the 1950s.


"La Dolce Vita" (1960): Italian Riviera Chic

Federico Fellini's "La Dolce Vita" captures the glamorous lifestyle of the Italian Riviera. The film's costumes, especially those worn by Anita Ekberg, embody the carefree and luxurious spirit of the era.

marcello mastroianni and anita ekberg in "la dolce vita"

"Breathless" (1960): French New Wave Chic

Jean-Luc Godard's "Breathless" epitomized French New Wave style. Jean Seberg's character, Patricia, showcased a mix of androgynous and effortlessly chic outfits that became emblematic of the era's avant-garde fashion.

Jean-Paul Belmondo and Jean Seberg in Breathless (1960) Photo credit: Rialto Pictures/StudioCanal

"Breakfast at Tiffany's" (1961): The Epitome of Elegance

Audrey Hepburn's portrayal of Holly Golightly in "Breakfast at Tiffany's" has become synonymous with timeless elegance. The iconic little black dress designed by Hubert de Givenchy is a masterpiece in simplicity, setting a standard for chic sophistication. This film not only established Audrey Hepburn as a style icon but also cemented the little black dress as a wardrobe essential, influencing fashion for decades.

Audrey Hepburn and George Peppard in "Breakfast at Tiffany's" CBS Photo ArchiveGetty imagesPhoto credit: CBS Photo Archive/Getty images

"Blow Up" (1966): Swinging Sixties Mod

Michelangelo Antonioni's "Blow Up" captures the essence of Swinging London with its mod fashion and avant-garde photography. The film's costumes, characterized by bold patterns and experimental designs, embody the spirit of the '60s.

blowup moviePhoto credit:

"Barbarella" (1968): Space-Age Couture

"Barbarella," directed by Roger Vadim, is a sci-fi cult classic known for its futuristic and daring costumes. Jane Fonda's Barbarella navigates space in outfits that encapsulate the space-age aesthetic of the late '60s.

Jane Fonda in Barbarella

"Love Story" (1970): Cult Classic Ivy League Preppy Fashion

The tragic film "Love Story" from the 1970s is a cult classic not just for its heartrending narrative but also for its fashionable portrayal of Ivy League preppy style. Directed by Arthur Hiller, the film stars Ali MacGraw and Ryan O'Neal, with MacGraw's character, Jennifer Cavalleri, becoming a fashion icon. Her chic and sophisticated wardrobe featured tailored blazers, pleated skirts, and knee-high boots, leaving a lasting influence on Ivy League fashion. "Love Story" remains a timeless example of how a tragic love story can also shape enduring and iconic fashion trends.

Ali MacGraw wearing camel coat in Love Story

"Annie Hall" (1977): Diane Keaton's Iconic Menswear

Woody Allen's "Annie Hall" revolutionized women's fashion with Diane Keaton's androgynous and menswear-inspired looks. Keaton's character, Annie Hall, became an unconventional style icon of the late '70s.

annie hall

Photo Credit: Sportsphoto Ltd Allstar

"Pretty Woman" (1990): Hollywood Glamour Icon

"Pretty Woman," the 1990 romantic comedy directed by Garry Marshall, redefined Hollywood glamour. Starring Julia Roberts as Vivian Ward, the film transformed her character into a style icon. The iconic red gown worn in the opera scene, designed by Marilyn Vance, symbolized '90s elegance and inspired a resurgence of chic and sophisticated styles. "Pretty Woman" remains a quintessential example of how a romantic comedy can become a lasting fashion touchstone.

Julia Roberts wearing iconic red gown in Pretty Woman

"Clueless" (1995): Cher Horowitz's Fashion Revolution

"Clueless" not only defined '90s teen cinema but also left an indelible mark on fashion. Costume designer Mona May transformed Alicia Silverstone's Cher Horowitz into a style icon with her preppy and plaid-heavy wardrobe. From the iconic yellow plaid suit to knee-high socks and mini-skirts, the film became a blueprint for '90s fashion, influencing trends that continue to be celebrated in the world of streetwear today.

Alicia Silverstone wearing iconic yellow plaid suit in CluelessPhoto credit: Paramount/ Everett Collection

"Marie Antoinette" (2006): Rococo Extravagance

Sofia Coppola's "Marie Antoinette" is a visual feast of opulent rococo fashion. Kirsten Dunst, as the titular character, wears extravagant costumes that capture the lavish excess of 18th-century France.

"Marie Antoinette" movie

"The Devil Wears Prada" (2006): Runway to Reality

A satirical take on the fashion industry, "The Devil Wears Prada" showcased the power dynamics in the world of high-end fashion. The film's costume designer, Patricia Field, curated a wardrobe that seamlessly blended high fashion with real-world wearability. Meryl Streep's portrayal of the formidable Miranda Priestly, clad in designs from the likes of Chanel and Prada, underscored the film's impact on popularizing high-end fashion and the influence of the fashion editor archetype.

Meryl Streep in The Devil Wears PradaPhoto credit: Barry Wetcher / 20th Century Fox 

"Sex And The City" (2008): Manhattan's Fashion Playground

The "Sex And The City" movie continued the fashion-forward legacy of the TV series. The characters, particularly Carrie Bradshaw, adorned in designer labels, showcased New York City as a fashion playground, influencing women's wardrobes globally.

"Sex And The City" moviePhoto credit: HBO

"A Single Man" (2009): Tom Ford's Directorial Elegance

Tom Ford's directorial debut, "A Single Man," is a visual masterpiece. The film not only showcases Ford's keen eye for fashion but also explores the emotional depth that clothing can convey.

Colin Firth and Julianne Moore in "A Single Man"

"The Great Gatsby" (2013): Roaring Twenties Glamour

Baz Luhrmann's adaptation of F. Scott Fitzgerald's classic novel brought the opulence of the 1920s to life. Costume designer Catherine Martin collaborated with Miuccia Prada to create dazzling flapper-style dresses adorned with intricate beadwork. The film not only transported audiences to the Jazz Age but also sparked a resurgence of 1920s-inspired fashion in the real world, with fringe, pearls, and Art Deco elements making a comeback.

Leonardo DiCaprio (left) as Jay Gatsby and Carey Mulligan (centre) as Daisy Buchanan in The Great Gatsby

"Carol" (2015): 1950s Subdued Elegance

Set in the 1950s, "Carol" is a visual treat of subdued elegance. Sandy Powell's costumes for Cate Blanchett and Rooney Mara reflect the conservative yet stylish fashion of the era.

Cate Blanchett in "Carol"Photo credit: Weinstein Company

"Nocturnal Animals" (2016): Dark Elegance

Tom Ford's "Nocturnal Animals" is a visual feast, with Amy Adams and Jake Gyllenhaal donning ensembles that reflect Ford's signature blend of dark elegance and modern sophistication.

Amy Adams in "Nocturnal Animals"Photo credit: Merrick Morton/Focus Features

"Black Panther" (2018): Wakandan Royalty

Marvel's "Black Panther" not only broke new ground in superhero cinema but also made waves in the fashion world. Costume designer Ruth E. Carter crafted a vibrant and regal wardrobe that paid homage to African cultures. The film showcased a fusion of traditional African prints and futuristic designs, with standout pieces like T'Challa's superhero suit. "Black Panther" not only celebrated African heritage but also highlighted the potential of film to be a platform for diverse and culturally rich fashion narratives.

Costume designer Ruth E. Carter won an Oscar for 2018s Black Panther, including the regal African-inspired garb of Ayo, Queen Ramonda and Shuri, played by Florence Kasumba, left, Angela Basset and Letitia Wright. Photo credit: Marvel Studios

"A Simple Favour" (2018): Contemporary Thriller Fashion

A stylish thriller, "A Simple Favour" features Blake Lively in a wardrobe curated by costume designer Renée Ehrlich Kalfus. Lively's character, Emily, showcases a contemporary and daring fashion sense that adds intrigue to the film's narrative.

Blake Lively in "A Simple Favour"Photo credit: Lionsgate

"Spencer" (2021): Princess Diana's Fashion Evolution

"Spencer" delves into the life of Princess Diana, portraying her fashion evolution during a crucial period. Kristen Stewart, as Diana, wears iconic looks, capturing the princess's style transformation and the cultural impact of her fashion choices.

Kristen Stewart wears a veiled hat as Princess Diana in “Spencer.”Photo credit: Pablo Larrain/Neon / Topic Studios

Fashion Week Reflection and Anticipation:

As we embark on the excitement of the upcoming Fashion Week season in Los Angeles, it's the perfect time to reflect on the cinematic influences that have shaped our wardrobes. From the timeless elegance of "Breakfast at Tiffany's" to the contemporary allure of "A Simple Favour," these films continue to inspire our fashion choices.

Looking forward, as the industry rebounds from challenges, we eagerly anticipate the infusion of new trends and styles into upcoming movies. The end of the strike signals a revival, and we can expect to see fresh collaborations between designers and filmmakers, potentially witnessing iconic pieces from the runways making their way to the silver screen.

In this ever-evolving dance between fashion and film, we remain captivated by the transformative power of storytelling through style. As we explore the latest collections on the runways, we can't help but wonder which pieces will soon become part of the visual tapestry of future cinematic classics. The intersection of fashion and film continues to be a dynamic force, shaping our cultural landscape and influencing the way we express ourselves through clothing.

These cinematic examples underscore the transformative power of movies in shaping fashion trends. From Audrey Hepburn's timeless elegance to the cultural fusion in "Black Panther," each film not only entertained but also left an enduring mark on the world of style. Marketers can draw inspiration from these iconic movies, understanding the cultural resonance they hold, and leverage this knowledge to create campaigns that tap into the collective consciousness of audiences, transcending mere advertising to become cultural phenomena.

As we wrap up our cinematic exploration, the relevance of this blog to marketers becomes evident. Understanding the dynamic relationship between fashion and film is key to staying ahead in an ever-evolving consumer landscape. From product placements to collaborations, the lessons learned from the fashionable history of US cinema can guide marketers in creating campaigns that resonate with audiences on a profound cultural level. In this blog, Hollywood Branded shares insights into the captivating world where fashion and film collide, revealing the secrets to creating lasting impressions in the hearts and minds of consumers.

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