The Best Movies About Fashion To Watch After ‘The Devil Wears Prada 2’

As a long-time fan, I think this movie is the legacy sequel we’ve all been hoping for! It’s wonderful to see the original cast back together – they’ve all done so much amazing work since we last saw them in this series. Honestly, it feels like a major fashion moment, and everyone will be talking about the outfits. But I have a feeling that once the excitement dies down, we’ll all be searching for the next stylish film to obsess over!

Even though new movies about the fashion industry might be scarce in theaters right now, there’s a wealth of older films many viewers haven’t seen that still showcase this exciting world. Think of The Devil Wears Prada 2 as just a taste – these other classic and modern options could be exactly what you’re looking for if you want something fresh.

The September Issue Is An Intense Doc

Most of the films included here are fictional stories about the fashion world, but The September Issue stands out as a rare and dramatic documentary. The 2009 film follows Anna Wintour, the well-known editor-in-chief of Vogue, and offers a behind-the-scenes look at a particularly busy and important time in her career.

This documentary follows the creation of Vogue’s historic 840-page September 2007 issue. It’s a fascinating look at both filmmaking and the world of fashion magazines, showing Anna Wintour navigating numerous obstacles that could have derailed the entire project. Many viewers will recognize Wintour as the inspiration for the iconic Miranda Priestly character.

Funny Face Is A Genre Classic

The 1957 film Funny Face proved to be a highlight for both Fred Astaire and Audrey Hepburn. The movie tells the story of Jo Stockton, a bookstore employee who is unexpectedly discovered and thrust into the glamorous world of fashion photography and high society. It’s a charming tale of different worlds colliding.

Funny Face beautifully showcases cinematic point of view and is a delightful entry point into the world of 1950s fashion for newcomers. Filled with stunning costumes and charming, romantic scenes, this musical is both heartwarming and stylish.

Working Girl Is A Star-Studded Rom-Com With Style

The 1988 romantic comedy Working Girl stands out for its incredibly talented cast and the strong chemistry between its stars. Featuring Joan Cusack, Harrison Ford, Melanie Griffith, Alec Baldwin, and Sigourney Weaver, among others, the film has only grown in popularity since it was first released.

The story centers on Tess, a young woman striving for success in the corporate world. She navigates workplace challenges and relationships, hoping to achieve financial stability. It strongly echoes the spirit of Working Girl, sharing similar themes of New York glamour and a transformative makeover for the main character.

Clueless Is A Cult Icon

Clueless, the beloved 1995 film, continues to resonate with audiences today. It follows Cher Horowitz, a fashionable and wealthy high school student, as she navigates life in Beverly Hills, where appearance is everything. The movie is famous for its memorable outfits, which perfectly capture the style of the time and give the film a distinct feel.

With its relatable themes of romance, friendship, and ambition, Clueless delivers everything you’d expect from a teen comedy. But thanks to a delightful cast – including Alicia Silverstone, Brittany Murphy, and Paul Rudd – the movie truly shines. It’s a stylish, funny, and surprisingly fresh take on Jane Austen’s Emma.

Cruella Takes A Step Away From Traditional Disney Adaptations

Disney is heavily focusing on live-action remakes, including films like Maleficent. These movies reimagine classic animated stories – and in Maleficent‘s case, revisit a tale told in live-action already – by setting them years before the original films. Disney has put a lot of careful consideration into these projects, making them stand out in this trend.

The 2021 film tells the origin story of Cruella de Vil, exploring the events that led to her becoming the infamous villain known for her cruelty to animals. The movie focuses on her passion for fashion and how the cutthroat world of the industry ultimately corrupts her, explaining her descent into villainy.

Phantom Thread Is High Art

Paul Thomas Anderson’s 2017 film is a powerful and thought-provoking experience. Featuring strong performances from Daniel Day-Lewis and Lesley Manville, the movie explores how love and dedication can shape a person’s life work, and how those passions can sometimes lead to ruin.

Reynolds Woodcock, a highly particular dress designer, finds his carefully ordered life disrupted when he falls for Alma, a waitress who inspires him. Set in the 1950s, the film shows how letting himself feel deeply changes Reynolds and his work, making it both more raw and unpredictable.

All About Eve Passes The Torch

Both The Devil Wears Prada and All About Eve explore the story of a young woman trying to climb the ranks in a competitive industry and establish herself as a future leader. While The Devil Wears Prada is set in the fashion world, All About Eve unfolds in the 1950s acting scene, but shares the same themes of ambition and rivalry.

The story centers on Eve, a young actress who becomes the assistant to Margo, a well-established performer facing the possibility of losing her career to a rising star. As Margo’s fears materialize, a personal competition develops between the two, and the reality of being replaced looms large. In this world, appearance is everything, and how you look directly impacts your success.

Confessions of a Shopaholic Is An Underrated Gem

Though it came out in 2009, Confessions of a Shopaholic really captures the feel of the late 2000s and embraces that time period. It’s often dismissed as predictable and a lighthearted watch, but there’s actually a lot to enjoy. The film is particularly underrated thanks to Isla Fisher’s fantastic performance.

“Confessions of a Shopaholic” tells the story of a woman who loves fashion and can’t stop shopping. While she’s deeply in debt because of her habit, she unexpectedly finds success as a journalist. The movie focuses on her complicated relationship with money, and the difference between what she needs and what she wants.

13 Going On 30 Boasts A Great Concept

The movie Big has inspired similar stories, and this one follows a young girl who magically transforms into a 30-year-old woman. Now an adult, she must navigate the complexities of adult life and a career in the fast-paced world of fashion, working as a magazine editor. This new experience gives her a fresh outlook and allows her to bring unique ideas to the industry.

Jennifer Garner and Mark Ruffalo are fantastic in this film, and the script by Cathy Yuspa and Josh Goldsmith really captures a heartwarming and passionate feeling. Though it’s become well-known for its unique approach, it remains a classic from the mid-2000s and offers a fresh perspective on the typical fashion magazine story.

The Devil Wears Prada Built A Juggernaut

If you’ve seen the sequel to The Devil Wears Prada, it’s a great idea to watch the original! It allows you to compare the two films and see how the characters have changed, offering a fresh perspective. Most people are already familiar with the 2006 movie starring Meryl Streep, Stanley Tucci, and Emily Blunt.

Andy Sachs lands a job as the assistant to the demanding Miranda Priestly and quickly finds herself thrown into the fast-paced world of Runway magazine. As she juggles her career with her personal life and deals with office drama, Andy will have to make tough choices that will determine her future.

Quiz

5 Questions

Fashion on Film: Test Your Style Cinema Savvy

Your Top Score

—

Attempts

—

Report Error

Found an error? Send it so it can be corrected.

2026-05-05 00:10