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    1. Fashion
    2. Celebrity Style

    Princess Diana's 75 Best Style Moments Ever

    The outfits that made her an icon.

    Andrea Zendejas's avatar
    By Andrea Zendejas, Bridget Burns
    Published 11 February 2021 In Features

    When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

    Princess Diana
    (Image credit: Getty Images)
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    Innately tied to her legacy is Princess Diana's era-defying fashion sense, which evolved as she grew into her role as as a beloved public figure. Here, a look back at 75 of her chicest outfits.

    1988
    (Image credit: Getty Images)

    1988

    BBTB. (Bring Back the Bolero. Please sign my petition.)

    1989
    (Image credit: Getty Images)

    1989

    Not what you expected, eh? That's what makes it so great and modern, as the celebrity-off-duty look in beta. Or alpha.

    1992
    (Image credit: Getty Images)

    1992

    Not an ad for Yves Saint Laurent, but very well could be.

    1987
    (Image credit: Getty Images)

    1987

    Another wonderful evening option, this one with an off-the-shoulder neckline and yards of pink satin.

    1988
    (Image credit: Getty Images)

    1988

    But our very favorites might be the ones in simpler silhouettes, which she tended to favor later.

    1985
    (Image credit: Getty Images)

    1985

    Though velvet is never a bad idea.

    1981
    (Image credit: Getty Images)

    1981

    See—more velvet. (Bruce Oldfield ain't bad either.)

    1987
    (Image credit: Getty Images)

    1987

    Wowza.

    1983
    (Image credit: Getty Images)

    1983

    How is this real?

    1991
    (Image credit: Getty Images)

    1991

    Regal. Statuesque.

    1983
    (Image credit: Getty Images)

    1983

    Versus an interesting juxtaposition—even just in her sartorial choices, she grew so much in a few years.

    1981
    (Image credit: Getty Images)

    1981

    The original end-of-the-night, into-the-car pap shot.

    1983
    (Image credit: Getty Images)

    1983

    Even in costume—at a Canadian barbecue, no less—she looked like a queen.

    1983
    (Image credit: Getty Images)

    1983

    The sheerness makes this feel really fresh.

    1991
    (Image credit: Getty Images)

    1991

    BBTH. (Bring Back the Halter. Sign my other petition.)

    1986
    (Image credit: Getty Images)

    1986

    So '80s, kind of frivolous, but still marvelous.

    1986
    (Image credit: Getty Images)

    1986

    Love a drop waist.

    1989
    (Image credit: Getty Images)

    1989

    It might not be your first guess, but red was definitely one of Princess Di's best colors.

    1994
    (Image credit: Getty Images)

    1994

    If it isn't there already, this fire Christina Stambolian number will live in the "fashion" section of your brain forever. Phew.

    1995
    (Image credit: Getty Images)

    1995

    Raise your hand if you're having an extremely rough time deciding whether '80s or '90s Diana is the best.

    1985
    (Image credit: Getty Images)

    1985

    This COLOR.

    1989
    (Image credit: Getty Images)

    1989

    Sequins by Catherine Walker.

    1983
    (Image credit: Getty Images)

    1983

    Nice color, nicer accessorizing.

    1997
    (Image credit: Getty Images)

    1997

    I love this period in her style. Too chic.

    1985
    (Image credit: Getty Images)

    1985

    Ideas in styling: Wearing a necklace as a headband and a massive bow on your shoulder.

    1981
    (Image credit: Getty Images)

    1981

    Before it all began.

    1997
    (Image credit: Getty Images)

    1997

    Versus near the too-soon end.

    1996
    (Image credit: Getty Images)

    1996

    Top 10, for sure.

    1985
    (Image credit: Getty Images)

    1985

    And now, let us admire some headwear, starting with schooner of a hat.

    1983
    (Image credit: Getty Images)

    1983

    And this jaunty, feathery chapeau.

    1985
    (Image credit: Getty Images)

    1985

    This confection is by Murray Arbeid; the crown is by the monarchy.

    1981How could we not include her wedding gown, with its tremendous train?
    (Image credit: Getty Images)

    1981How could we not include her wedding gown, with its tremendous train?

    How could we not include her wedding gown, with its tremendous train?

    1989
    (Image credit: Getty Images)

    1989

    Few women could pull off powder blue hip pads, but somehow, she does.

    1984
    (Image credit: Getty Images)

    1984

    The event might've been boring, but the dress is not.

    1996
    (Image credit: Getty Images)

    1996

    She could've only worn halter-neck dresses in different colors and fabrics, and we still would've made this gallery.

    1982
    (Image credit: Getty Images)

    1982

    A maternity gown straight out of Dangerous Liaisons.

    1982
    (Image credit: Getty Images)

    1982

    And the baby himself, welcomed in pink.

    1989
    (Image credit: Getty Images)

    1989

    Ah, the "Elvis dress," designed by Catherine Walker.

    1989
    (Image credit: Getty Images)

    1989

    Another Catherine Walker creation with ultra-flattering ruching at the waist.

    1984
    (Image credit: Getty Images)

    1984

    Somebody has to have made this into a poster, right?

    1989
    (Image credit: Getty Images)

    1989

    Romantic florals for a performance of Romeo and Juliet.

    1990
    (Image credit: Getty Images)

    1990

    Sharpen up that resolution, and this photo could be from yesterday.

    1986
    (Image credit: Getty Images)

    1986

    Wearing Catherine Walker on a visit to Saudi Arabia.

    1986
    (Image credit: Getty Images)

    1986

    Zandra Rhodes. Trompe l'oeil. Gold.

    1991
    (Image credit: Getty Images)

    1991

    "Epic" and "paisley," two words you never really see together.

    1987
    (Image credit: Getty Images)

    1987

    The best of '80s campiness.

    1997
    (Image credit: Getty Images)

    1997

    Star power—and her secret "cleavage bags"—in action.

    1995
    (Image credit: Getty Images)

    1995

    See what we mean about red?

    1982
    (Image credit: Getty Images)

    1982

    The power of the print.

    1985
    (Image credit: Getty Images)

    1985

    Goodbye (from Nancy Reagan too). And thank you.

    1986
    (Image credit: Getty Images/Tim Graham)

    1986

    Pretty in pink.

    1985
    (Image credit: Getty Images/Tim Graham)

    1985

    Great outfit, for the polo match. A sailor top with a floral skirt.

    1989
    (Image credit: Getty Images/Anwar Hussein)

    1989

    An unforgettable color-block moment by Catherine Walker.

    1996
    (Image credit: Getty Images/New York Daily News Archive)

    1996

    Lady D attended the Met Ball in her iconic choker and slip-like dress.

    1989
    (Image credit: Getty Images/Anwar Hussein)

    1989

    An on point neutral look.

    1989
    (Image credit: Getty Images/Princess Diana Archive)

    1989

    A white and pink dress by Catherine Walker for the performance of "Swan Lake".

    1981
    (Image credit: Getty Images/Tim Graham)

    1981

    A velvet and lace affair.

    1989
    (Image credit: Getty Images/Princess Diana Archive)

    1989

    Tartan from head to toe.

    1983
    (Image credit: Getty Images/Tim Graham)

    1983

    She never met a puff sleeve she didn't love

    1989
    (Image credit: Getty Images/Mirrorpix)

    1989

    A turquoise look is always a good idea.

    1986
    (Image credit: Getty Images/Princess Diana Archive)

    1986

    A mismatched glove moment.

    1983
    (Image credit: Getty Images/Tim Graham)

    1983

    Matching suit and pussy bow blouse are quite the pair.

    1983
    (Image credit: Getty Images/David Levenson)

    1983

    A collar moment, that is very on trend today.

    1982
    (Image credit: Getty Images/Princess Diana Archive)

    1982

    The green ballgown always goes.

    1994
    (Image credit: Getty Images/Tom Wargacki)

    1994

    A simple yet sophisticated look.

    1988
    (Image credit: Getty Images/Georges De Keerle)

    1988

    A neutral color block outfit is right for every occasion.

    1995
    (Image credit: Getty Images/Tim Graham)

    1995

    Dazzling in a white Versace dress.

    1985
    (Image credit: Getty Images/Tom Wargacki)

    1985

    This black velvet and taffeta gown is one to remember.

    1990
    (Image credit: Getty Images/Tim Graham)

    1990

    The red and black combo was always one of her favorites.

    1988
    (Image credit: Getty Images/Princess Diana Archive)

    1988

    Polka dots are always a good idea.

    1988
    (Image credit: Getty Images/Princess Diana Archive)

    1988

    Styling idea: Top of your look with a floral hair piece.

    1988
    (Image credit: Getty Images/Princess Diana Archive)

    1988

    The little white dress is perfect for an evening event.

    1996
    (Image credit: Getty Images/Tim Graham)

    1996

    Lady D's purple ensemble, in Versace gown and Jimmy Choo heels.

    1983
    (Image credit: Getty Images/Tim Graham)

    1983

    Frilled collar and puff sleeves dress by Gina Fratini.

    1987
    (Image credit: Getty Images/Princess Diana Archive)

    1987

    Lace and pearls.

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