The 7 Best Fashion Movies (and Why We Love Them)


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Some nights you want to step out in your finest attire—other nights you want to stay a little more low-key. In the latter case, there’s no better way to get your vicarious fashion fix than by watching some of the best fashion movies of all time. From vintage classics to quotable comedies to in-depth looks at the fashion industry, here are just a few of our top picks. Grab some popcorn, cozy up in your favorite pajamas, and read on for the best fashion movies to watch right now.

The Devil Wears Prada (2006)

Meryl Streep is always worth watching, but this smartly written and genuinely heartfelt flick also showcases the humor and talent of Anne Hathaway and Emily Blunt. As much about female empowerment as anything (and rife with acting powerhouses who have only become more amazing since its release), this film definitely holds up.

The First Monday in May (2016)

Centered around the Met Gala in New York, this well-made documentary follows the high-stakes design, inspiration, and behind-the-scenes drama of this remarkable red carpet event. Fashion legends including Anna Wintour and Karl Lagerfeld make appearances, giving insights into one of the most important nights in fashion.

Funny Face (1957)

There’s no better fix for a retro movie night than this classic film starring Audrey Hepburn and Fred Astaire. Like other Hepburn films in which someone “discovers” that the actress is beautiful, this 1957 flick is equal parts pure charm, golden age cinema, and killer costuming.

The September Issue (2009)

For anyone who’s ever wanted an authentic behind-the-scenes glimpse of the fashion industry, The September Issue is one of the best fashion movies to watch. There’s no denying that Anna Wintour is one of the most important fashion icons of our time, and this expertly filmed documentary offers a compelling snapshot of her inspiration and ethos.

Zoolander (2001)

Rife with insane celebrity cameos and endlessly quotable lines, Zoolander is a crucial comedy in the canon of the best fashion movies. Besides offering a brilliant parody of the fashion world (and reminding us that facial expressions on the runway are no joke), this is also the film that taught us that there’s more to life than being really, really, ridiculously good-looking.

Dior and I (2014)

Another must-watch documentary for fashion lovers, Dior and I focuses on Raf Simons, the famous Belgian designer and creative director of Christian Dior up until 2015. Offering a glimpse of what goes on behind the scenes at fashion shows, the film shows stunning couture creations while giving a startling look at what it takes to be the head of one of fashion’s most iconic houses.

Clueless (1995)

No compilation of the best fashion movies would be complete without Clueless, a style-driven coming-of-age comedy that has become a ’90s classic. Whether you’re looking for the perfect choice for throwback movie night or a nostalgia-fueled reminder of how important malls used to be, there’s no better place to start.

Up next, keep reading for eight movie-inspired Halloween costumes.