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The 50 Most Unforgettable Fashion Moments

The 50 Most Unforgettable Fashion Moments

April 26th, 2012
Posted in Fashion By
  • Spice Girls

    Spice Girls... need we say more?

    Photo: Stylecaster Pictures / Picture Credit: http://www.livewire-edge.blogspot.com/
  • Alexander McQueen FALL/WINTER 2006 Show

    Alexander McQueen shocked fashion's elite with a hologram called "The Ghost of Kate Moss."

    Photo: Stylecaster Pictures / © PETER STIGTER KATE MOSS HOLOGRAM IN MCQUEENSHOW
  • Seven Year Itch

    Marilyn Monroe wearing her iconic white dress in the movie, Seven Year Itch.

    Photo: Stylecaster Pictures /
  • J Lo in Versace

    J. Lo in Versace at the 2000 Grammy Awards.

    Photo: Stylecaster Pictures /
  • Breakfast at Tiffany's

    Audrey Hepburn as Holly Golightly in Breakfast at Tiffany's.

    Photo: Stylecaster Pictures /
  • Justin Timberlake and Britney Spears
    Justin Timberlake and Britney Spears sporting matching denim patchwork at the 2001 American Music Awards.
    Photo: Stylecaster Pictures /
  • Grace Kelly Wedding Dress
    Grace Kelly makes fashion history with her wedding dress.
    Photo: Stylecaster Pictures /
  • Cleopatra

    Elizabeth Taylor in Cleopatra.

    Photo: Stylecaster Pictures /
  • The Beatles

    Bye-bye crew cuts, hello Beatles. The four mop tops shocked British airwaves with their new version of rock 'n' roll, super tailored trousers and shaggy 'dos.

    Photo: Stylecaster Pictures / Telegraph UK
  • Lady Gaga
    Lady Gaga wore a meat dress to the 2010 MTV Video Music Awards.
    Photo: Stylecaster Pictures /
  • Atonement
    Keira Knightley graces us with this unforgettable green dress in Atonement.
    Photo: Stylecaster Pictures /
  • Clueless
    Alicia Silverstone as Cher in Clueless.
    Photo: Stylecaster Pictures /
  • Moulin Rouge
    Nicole Kidman wears a show stopping number in Moulin Rouge.
    Photo: Stylecaster Pictures /
  • Annie Hall
    Diane Keaton as Annie Hall.
    Photo: Stylecaster Pictures /
  • Carrie Bradshaw

    Sarah Jessica Parker as Carrie Bradshaw wearing Vivienne Westwood on her wedding day in Sex and The City: The Movie.

    Photo: Stylecaster Pictures /
  • Catherine Bach
    Catherine Bach as Daisy Duke in the classic Dukes of Hazard.
    Photo: Stylecaster Pictures / Picture Credit: PA Photos
  • Beyonce's Single Ladies Video

    Beyoncé sashayed into the rankings as one of the newest trendsetters in her "Single Ladies" music video.

    Photo: Stylecaster Pictures / Picture Credit: http://blog.girlybubble.com/2012/01/03/ear-candy-beyonce-single-ladies/
  • Pippa and Kate

    The Royal Wedding, just the entire thing... wow.

    Photo: Stylecaster Pictures / (April 28, 2011 - Photo by Pascal Le Segretain/Getty Images Europe)
  • Madonna wearing Jean Paul Gaultier

    Madonna shocked the world as she took the stage for her 'Blond Ambition' tour in this Jean Paul Gaultier corset.

    Photo: Stylecaster Pictures / Picture Credit: PA Image
  • Natalie Portman Black Swan

    Natalie Portman in Black Swan twirled and leaped into foreboding fantasy in her Rodarte designed costumes.

    Photo: Stylecaster Pictures / Picture Credit: http://www.altfg.com/blog/movie/black-swan-review-natalie-portman-darren-aronofsky/
  • Twiggy

    Twiggy set a new precedent with her waif shape in the 1960s changing the body expectations for models forever and putting the London Invasion on the map.

    Photo: Stylecaster Pictures / Picture Credit: http://www.fanpop.com/spots/the-60s/images/7053212/title/twiggy-model-photo
  • Pretty Woman

    Julia Roberts completed her transformation from call-girl to catastrophically beautiful in a jaw dropping dress in Pretty Woman.

    Photo: Stylecaster Pictures / Picture Credit: http://blog.start-london.com/2012/02/02/channeling-pretty-woman/
  • Princess Beatrice and Eugenie

    Princesses Beatrice and Eugenie at the Royal Wedding, wearing nothing less than a party on their heads.

    Photo: Stylecaster Pictures / Picture Credit: http://www.popsugar.com/Pictures-Princess-Beatrice-Princess-Eugenie-Royal-Wedding-16114361
  • How to Lose a Guy in 10 day

    Kate Hudson is show stopping in her gold gown in How to Lose A Guy In 10 Days.

    Photo: Stylecaster Pictures /
  • Britney Spears

    Britney Spears performing live with a real boa...yikes!

    Photo: Stylecaster Pictures / Picture credit: http://onlythemelody.com/2010/09/12/edie-sedgwick-andy-warhols-superstar/
  • First Lady  Michelle Obama

    First Lady Michelle Obama at the Inauguration Ball.

    Photo: Stylecaster Pictures / Picture Credit: PA Image
  • Grease
    Olivia Newton-John playing Sandy in Grease, 1978.
    Photo: Stylecaster Pictures / Picture Credit: http://www.vantagepointvintage.com/blog/?p=2395
  • Jackie O

    Jackie O. breathed new life into the once stuffy White House becoming an accessible trendsetter for American women across the country.

    Photo: Stylecaster Pictures / Picture Credit: PA Image
  • Pulp Fiction
    Uma Thurman in Pulp Fiction.
    Photo: Stylecaster Pictures / Picture Credit: http://www.wiki-cine.com/photo-12320-quentin-tarantino-uma-thurman-photo--pulp-fiction.html
  • Lil Kim

    Lil' Kim at the 1999 MTV Music Video Awards.

    Photo: Stylecaster Pictures / Picture Credit:WENN/ Sidewalk
  • Princess Diana

    The beloved Princess Diana at her wedding to Prince Charles.

    Photo: Stylecaster Pictures / Picture Credit: http://www.929.com.au/entertainment/the_dirt/blog/photos-princess-dianas-backup-wedding-dress/20110329-bub3.html
  • Elvis Presley.jpg
    Elvis Presley sporting his iconic 70s white jumpsuit on his tour in Hawaii.
    Photo: Stylecaster Pictures / Rex Features
  • Edie Sedgwick and Andy Warhol

    Socialite Edie Sedgwick and legendary artist Andy Warhol broke down social barriers with their friendship and created a new sort of creative hub in Warhol's infamous Factory.

    Photo: Stylecaster Pictures / Picture Credit: http://onlythemelody.com/2010/09/12/edie-sedgwick-andy-warhols-superstar/
  • Marlene Dietrich

    Marlene Dietrich crossed gender boundaries in the 30s movie Morocco. This memorable pose in a mens' style suit is timeless and defines a new kind of style.

    Photo: Stylecaster Pictures / Picture Credit: Rex Features
  • Marie Antoinette
    Kirsten Dunst took the silver screen by storm in her role as Marie Antoinette
    Photo: Stylecaster Pictures / Picture Credit: c.Sony Pictures/Everett / Rex Features
  • Elizabeth Hurley

    Elizabeth Hurley stole the show at the premiere of Four Weddings And A Funeral, when she wore this Versace safety pin dress!

    Photo: Stylecaster Pictures / PA Images
  • 101 Dalmatians

    Glen Close plays evil but dashing Cruella de Vil in Disney classic 101 Dalmatians.

    Photo: Stylecaster Pictures / Picture Credit: http://www.allmovie.com/movie/102-dalmatians-v214081
  • Hilary Swank

    How can anyone forget this jaw-dropping Guy Laroche gown worn at the Oscars by Hilary Swank?

    Photo: Stylecaster Pictures / Photo Credit: Getty
  • Pamela Anderson

    This picture speaks for itself. Pamela Anderson defined sexy bringing popularity back to the one-piece swimsuit in the hit TV series, Baywatch.

    Photo: Stylecaster Pictures / Picture Credit: http://www.film.com/photos/pamela-anderson-2/attachment/pamela-anderson-in-b aywatch
  • Gwen Stefani

    Gwen Stefani is nothing short of a trendsetter. Here in 1998, she owns the blue hair while making her way down the red carpet.

    Photo: Stylecaster Pictures / Picture Credit: http://www.mtv.com/photos/who-else-has-sported-blue-hair/1641130/4934529/photo.jhtml
  • David bowie
    David Bowie in The Labyrinth.
    Photo: Stylecaster Pictures / Picture Credit: http://oliviacarter.blogspot.com/2011/01/my-first-crush.html
  • Yoko Ono

    Yoko Ono and John Lennon took a stand for peace iconically in their statement style.

    Photo: Stylecaster Pictures /
  • Ursula Andres

    Ursula Andress' white belted bikini in the 1967 James Bond flick is nothing short of sassy beachwear.

    Photo: Stylecaster Pictures / Picture Credit: Rex Features
  • Rita Hayworth

    Rita Hayworth defined screen siren in 1946 flick, Gilda.

    Photo: Stylecaster Pictures / Picture Credit: Rex Features
  • Bonnie and Clyde

    For a couple of very violent bank robbers, Bonnie and Clyde had some serious style in the classic 1967 flick, Bonnie and Clyde.

    Photo: Stylecaster Pictures / Picture Credit: Warner Bros
  • Kate Moss

    Kate Moss brought heroin chic to the masses with her tiny frame, becoming the face of mass retailers of brands like Calvin Klein in the 1990s.

    Photo: Stylecaster Pictures / Peter Lindbergh, Harper's Bazaar
  • Pretty Pink

    Molly Ringwald pretty much ruled the 80s. Winning our hearts in some of the most defining movies of the decade she looked adorably quirky in this gem, Pretty in Pink.

    Photo: Stylecaster Pictures / Picture Credit: http://thebestinvintage.wordpress.com/2012/02/22/pretty-in-pink/
  • Naomi Campbell

    In 1993, Naomi Campbell took a famous tumble down the Vivienne Westwood catwalk in impossible 10 inch platforms.

    Photo: Stylecaster Pictures / Picture Credit: Rex Features
  • Grace Jones

    With her androgynous looks and killer songs, Grace Jones set the stage for an entirely new kind of performer in the late 1970s into the 1980s.

    Photo: Stylecaster Pictures / Jean-Paul Goude
  • Michael Jackson

    Pushing him into infamy, Michael Jackson's nearly fourteen minute "Thriller" video showed not only the singer's dance moves but also a peek into his imagination and creative force.

    Photo: Stylecaster Pictures / Spin103.com

“The times they are a-changing,” words once sung by a budding folk singer by the name of Bob Dylan, seem not only applicable to the upheaval of values and barriers in the 1960s, but also an industry that thrives on reinvention. Even as we peer into our closets – no matter how frightening the state they may currently reside – we can see phases of our personality beaming in front of us like old friends saying hello.

So, as we approached the inevitable question of what to wear for the day, we checked off the different references and genres in our heads and hangers, which got us thinking. Whether we feel like channeling Twiggy in a mod swinging mini-dress or Sporty Spice in a pair of platform Converse, it’s all there: these major fashion moments.

From movies to mishaps, this industry rolls with the punches, doing it in a style that can only be accessorized and triumphed by some of the world’s most influential creatives. With that, we decided to search through our DVD collections, books and magazine archives to collect some of the most influential moments we’ve seen since the early 20th century.

Trust us, this memory lane is looking more and more like a runway that you won’t want to miss. Strut through the slideshow to see our 50 most memorable fashion moments, work it!

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