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? Turning the Spotlight on Bay Area bloggers | Main |30 iconic fashion moments in filmWith San Francisco’s inaugural Fashion Film Festival taking place April 7 and 8, we decided to take a look at some fashion moments in movie history. They range from the iconic to the ironic. While the festival is taking a more alternative look at the role of fashion in film, spotlighting new documentaries and shorts, there are a few instances where our choices overlap, such as “Barbarella” and “Marie Antoinette.”
Check out our picks and tell us what we’re missing in the comments below.
For more on the Fashion Film Festival, see the preview here and read this Q&A with the founders.
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Iconic fashion moments in filmClick on "Show Captions" to read the text.

Show CaptionFrom her jet-black, straight hair to her leather pants, Uma Thurman oozes cool as Mia Wallace in "Pulp Fiction." (Associated Press)

Show CaptionThere's a reason why "Barbarella" is in this year's Fashion Film Festival lineup —?and that reason is Jane Fonda. Just take a look at her feathery hair, doe eyes and out-of-this-world costumes. (ASSOCIATED PRESS)

Show CaptionKnee-high socks, minis and matching cardigans? Cher Horowitz may be "Clueless," but she knows how to make preppy look fun. (ASSOCIATED PRESS)

Show CaptionIn addition to being one of Woody Allen's best films, "Annie Hall" also changed women's fashion. When Diane Keaton donned a casual, menswear-inspired look, stylistas of '77 shouted, "chic!" (Courtesy photo / The Chronicle)

Show CaptionA fashion icon in her own right, Grace Kelly stunned in a series of classy ensembles in "Rear Window." (AP)

Show CaptionWe give "Pretty Woman" the "best fashion transformation" award. Julia Roberts looks amazing in those sky-high leather boots, but we love her decked out in the red gown and white gloves that come later. (AP)

Show CaptionAll the costumes in "Grease" were a lot of fun —?who doesn't love poodle skirts and cuffed jeans with Converse? — but Olivia Newton-John's black leather bodysuit makeover at the end of the film made prim Sandy Olsen a style icon. (Paramount / ho)

Show CaptionThere's nothing that isn't iconic about Elizabeth Taylor's look in "Cleopatra," but her cat eyes and gilded braids steal the show. (AP)

Show CaptionKatharine Hepburn's best film fashion? It's so hard to choose. We particularly love her bold but feminine style in "Philadelphia Story" (seen here) and over-the-top elegance in "Bringing up Baby." (MGM 1940)

Show CaptionFor a couple of very violent bank robbers, Bonnie and Clyde have serious style. (Warner Bros. 1967)

Show CaptionNo one rocks gingham like Dorothy does, but we can't wear ruby red shoes without wanting to click our heels together. (AP)

Show CaptionLike Katharine Hepburn, Marilyn Monroe never hit the big screen without looking sensational, but her white dress in "The Seven Year Itch" might be the single most iconic fashion piece in film's history. (20th Century Fox 1955 / AP)

Show Caption"Flashdance" may not be a masterpiece, but this fan favorite made Jennifer Beals' leg warmers, leotards and oversized sweatshirts become a definitive look of the '80s. (handout / sfc)

Show CaptionAs Honey Rider in "Dr. No," Ursula Andress' onscreen entrance is considered one of the sexiest in cinema history, (mostly) thanks to her teeny bikini. (xx / SFC)

Show Caption"The Breakfast Club" breaks high school stereotypes and reinforces the best (and worst) of '80s fashion. (Universal Studios)

Show CaptionAs Eliza Dolittle in "My Fair Lady," Audrey Hepburn's costumes were amazing — they certainly don't make hats like they used to — but they still don't compare to the simple elegance of her black sheath dress and bejeweled up-do in "Breakfast at Tiffany's." (Paramount Pictures 1961 / AP)

Show CaptionUnfortunately for the guys, leading ladies usually get the memorable garb. But "The Sting" is all about the men —?and Robert Redford and Paul Newman's hoodwinking characters know how to dress. (Handout)

Show CaptionWhen it comes to parodying the fashion industry, "Zoolander" nails it. Plus, Ben Stiller's Blue Steel look is timeless. (MELINDA SUE GORDON / Associated Press)

Show CaptionThe fashion in "Black Swan" accompanied the film perfectly in that it was fierce, dramatic and critically acclaimed. (Niko Tavernise / Fox Searchlight)

Show CaptionThe breathtaking costumes in "Marie Antoinette," a mix of pastel colors, textured fabrics and incredible embellishments, are certainly fit for a queen. (xx)

Show CaptionBetween Ferris' leopard print vest, Cameron's Red Wings jersey and Sloane's fringed leather jacket, the fashion in "Ferris Bueller's Day Off" is as fun and memorable as the film itself. (AP)

Show CaptionThere's nothing that isn't sexy about Pam Grier's '70s style in "Foxy Brown." (HANDOUT / SFC)

Show CaptionLove it or hate it, Carrie Bradshaw's style is all her own. Her wedding dress in the first "Sex and the City" movie, designed by Vivienne Westwood (not pictured here), sold out in less than a day. (Craig Blankenhorn / AP)

Show CaptionThanks to "Saturday Night Fever," a young John Travolta wearing an open-collar, white polyester suit is etched forever in our minds. (Chronicle Archive)

Show CaptionFor a movie about an eccentric family, it's no surprise that every character in "The Royal Tenenbaums" has his or her own style, from Margot's fur coat to Richie's red, white and blue sweatband. (Buena Vista 2001)

Show CaptionThe jeans and white T-shirt look would not have the same appeal today if it weren't for James Dean in "Rebel Without a Cause." (AP)

Show CaptionAfter going shopping in the Runway closest, a fictional magazine based on Vogue, Anne Hathaway's character ditches her frumpy duds for Chanel, prompting fashion lovers everywhere to release a jealous sigh. (AP)

Show CaptionAs Penny Lane in "Almost Famous," Kate Hudson made being a groupie in the '70s look even sexier than being a rock star. (HANDOUT / SFC)

Show CaptionMolly Ringwald's Andie Walsh in "Pretty in Pink" may be from the wrong side of the tracks but her funky style is all kinds of right. Sure, we might not wear it, but we love that she does. (Everett Coll / Paramount)

Show CaptionAs if Rhett Butler's dapper waistcoats weren't enough, the ornate full-length gowns and hoopskirts worn by Scarlett O'Hara in "Gone with the Wind," are a character unto themselves. (AP)
With San Francisco’s inaugural Fashion Film Festival taking place April 7 and 8, we decided to take a look at some fashion moments in movie history. They range from the iconic to the ironic. While the festival is taking a more alternative look at the role of fashion in film, spotlighting new documentaries and shorts, [...]
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