25 Most Iconic Fashion Moments In Film

1
The Great Gatsby (2013)
The Great Gatsby (2013)
Warner Bros. Pictures via Everett Collection
Baz Luhrmann's reboot was a true feast for the eyes with stunning period costumes and jaw-dropping custom jewelry from Tiffany & Co. It also took home the Academy Award for Best Costume Design.
2
The Seven Year Itch (1955)
The Seven Year Itch (1955)
20th Century Fox Film via Everett Collection
The voluptuous Marilyn Monroe in that beautifully cut, billowing white dress is one of the most famous moments in American film, and one of the most reproduced. That dress will always be the quintessential Marilyn Monroe look.
3
The Devil Wears Prada (2006)
The Devil Wears Prada (2006)
20th Century Fox Film via Everett Collection
Superstars Anne Hathaway and Meryl Streep wore only the best of the best in the big screen adaptation of the best-selling book. Chanel, Fendi and of course, Prada, not to mention cameos from designers like Valentino.
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4
Annie Hall (1977)
Annie Hall (1977)
United Artists via Everett Collection
Diane Keaton, in the title role, started a style craze thanks to her layering of menswear items for a completely unique look that is still copied to this day.
5
Gone With the Wind (1939)
Gone With the Wind (1939)
Loew's Inc. via Everett Collection
This classic captured the height of southern glamour with impeccably tailored suits and lavish gowns. Who didn't want to rip the curtains off their windows after seeing Scarlett's (Vivien Leigh) creation?
6
Sex and the City (2008)
Sex and the City (2008)
New Line Cinema via Everett Collection
Bringing back Patricia Field, who styled the television show, for the film was the best decision the producers could have made. With fashion from the biggest designers, she brought the four ladies into the present.
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7
Sex and the City 2 (2010)
Sex and the City 2 (2010)
Warner Bros. Pictures via Everett Collection
Leave it to the Carrie (Sarah Jessica Parker), Charlotte (Kristin Davis), Samantha (Kim Cattrall) and Miranda (Cynthia Nixon) to put all our vacation wear to shame. The critics didn't love it, but the fashion made it worth seeing (just once though).
8
Clueless (1995)
Clueless (1995)
Paramount Pictures via Everett Collection
Clueless was one of the defining films of the 90s that both showcased and inspired some of the decade's biggest trends like baggy pants, slip dresses, mini skirts, and over-the-knee socks. And Cher's (Alicia Silverstone) closet? Come on.
9
Black Swan (2010)
Black Swan (2010)
Fox Searchlight via Everett Collection
Only the sisters behind Rodarte, Kate and Laura Mulleavy, could create such hauntingly beautiful costumes for this ballet thriller. Natalie Portman and Mila Kunis were the picture of ballerina perfection.
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10
Breakfast at Tiffany's (1961)
Breakfast at Tiffany's (1961)
Paramount Pictures via Everett Collection
That little black Givenchy dress with the pearls and gloves cemented Audrey Hepburn's place as a fashion icon, and it's a look that still translates to this day.
11
A Single Man (2009)
A Single Man (2009)
Weinstein Company via Everett Collection
This movie, starring Julianne Moore and Colin Firth, was directed by Tom Ford. Do we need to say anything else?
12
Top Hat (1935)
Top Hat (1935)
RKO Radio Pictures via Everett Collection
Stars Fred Astaire and Ginger Rogers are timeless in his sleek tails and top hat and her ostrich feather dress. The dress moved beautifully in their signature dance number, even if it was known to create quite a mess on set.
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13
Sabrina (1954)
Sabrina (1954)
Paramount Pictures via Everett Collection
In the title role, Hepburn again showcased the incredible designs of Givenchy, including that incredible white gown.
14
Moulin Rouge! (2001)
Moulin Rouge! (2001)
20th Century Fox Film via Everett Collection
Another Baz Luhrmann film, all of star Nicole Kidman's outfits were to die for and added to the magical quality of the film.
15
Marie Antoinette (2006)
Marie Antoinette (2006)
Sony Pictures via Everett Collection
Sofia Coppola's visually stunning film cost millions to produce with extravagant sets and costumes that were inspired by desserts. The film was awarded the Academy Award for Best Costume Design.
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16
The September Issue (2009)
The September Issue (2009)
Roadside Attractions via Everett Collection
To quote André Leon Talley, we were in "a famine of beauty" when this behind-the-scenes film came out. From the photo shoots to runway shows, it was absolutely packed with fashion.
17
Rear Window (1954)
Rear Window (1954)
Paramount Pictures via Everett Collection
What could be more sophisticated than Grace Kelly's elegant dresses and chic separates. Her character never wore the same dress twice, which meant more looks to lust after.
18
A Clockwork Orange (1971)
A Clockwork Orange (1971)
Warner Bros. Pictures via Everett Collection
The signature look of this film can be picked out at every Halloween and costume party: the bowler hat, white shirt and pants, black boots, cane and suspenders.
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19
Flashdance (1983)
Flashdance (1983)
Paramount Pictures via Everett Collection
Jennifer Beals' sweatshirt with the cut neck casually slouched to reveal one shoulder took an everyday item and elevated it to create a fashion craze.
20
A Hard Day's Night (1964)
A Hard Day's Night (1964)
United Artists via Everett Collection
The Beatles' well-tailored suits and sportswear and their mop-top haircuts truly became their signature in this flick released at the height of Beatlemania.
21
The Godfather (1972)
The Godfather (1972)
Paramount Pictures via Everett Collection
The gangsters of this mob classic weren't cartoonish in their style, but showed their wealth and sophistication. Michael Corleone's (Al Pacino) wardrobe evolves and changes as he himself transforms before the audience's eyes.
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22
Grease (1978)
Grease (1978)
Paramount Pictures via Everett Collection
The poodle skirts, the personalized leather jackets, Sandy's (Olivia Newton John) skintight pants -- this movie musical had so many major fashion moments it's hard to keep track. It looks as amazing today as it did then.
23
Inception (2010)
Inception (2010)
Warner Bros. Pictures via Everett Collection
The plot may have been hard to follow, but no one had a hard time paying attention to the men of this action film, dressed in the very finest menswear. And Marion Cotillard's blue dress? Stunning.
24
Purple Noon (1960)
Purple Noon (1960)
Titanus via Everett Collection
Before 1999's "The Talented Mr. Ripley," there was this gem that showcased the best of true American style, expertly tailored.
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25
American Gigolo (1980)
American Gigolo (1980)
Paramount Pictures via Everett Collection
Richard Gere's turn as a gigolo helped put Giorgio Armani on the map, thanks to his sleek suits and striking jackets, all of which gave off an air of sophistication and cool.

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