Monthly Muse: Winona Forever

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Ask any child of the 1990s, and they most likely had a friend crush on Winona Ryder. Undoubtedly the ‘It Girl’ of the decade, no one else could royally own the pixie cut quite as well as she could, and on top of that, she was just so darn cool.

Before there was Zooey D’s brand of “quirky,” there was Winona’s, which leaned a little more towards strange and dangerous than cute and silly. Her earlier, cult hits like Heathers, Beetlejuice, and Edward Scissorhands brought that image to the forefront of popular culture, as did her appearances in the indie classic Night on Earth and the quintessential slacker flick Reality Bites. Her characters, no matter how varied, always sported a winning combination of goofy, awkward, charming, and totally relatable.

But, in addition to her impressive filmography, Winona’s look truly stands out as iconic. Beyond those big brown eyes and trademark ‘do, her personal style has always been both immediately recognizable and real. She has always been able to make a simple t-shirt and jeans look effortlessly elegant. Even though her hair is longer and her look perhaps a little more glamorous these days (as trends move on, and so do we), she still carries herself in a way that is uniquely chic.

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I basically tried to become Winona Ryder once. In college (in the late 1990s, if you must ask), I lopped off my locks to imitate hers. I pinned pictures of her in various ensembles to my closet doors for daily outfit inspiration. I tried to work a t-shirt and oxfords like she could. Here’s photographic proof of my efforts:

Cindy sporting her best Winona-inspired look.

Though no one can truly come close to the inimitable Winona, her style is ever-inspiring!

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  1. Avatar
    Richard (ModCloth) 10/17/2013 at 2:47 pm #

    Love it! And, I’m happy to be able to say, “I remember that look of yours, ol’ pal.” : )

  2. Avatar
    Leena 10/17/2013 at 4:52 pm #

    I love Winona Ryder! I always thought she was pretty and so her style 🙂

  3. Avatar
    'Becca'lise Deveaux 10/17/2013 at 5:42 pm #

    Oh Winona. Love her. I like her imitate her old woman voice from the beginning of Edward Scissorhands…it always gets a laugh!

  4. Avatar
    Pert 10/17/2013 at 11:35 pm #

    Enjoyed this! And you pulled off the pixie cut quite well. I miss Winona’s pixie but I also love her long hair these days—the longest I’ve seen her grow her hair, which I thought I’d never see coz I thought she was a hardcore pixie gal.

  5. Avatar
    Sari (ModCoth) 10/21/2013 at 3:37 pm #

    Cindy- That photo! I basically tried to be Winona Ryder all through High School 🙂 We should talk about this (exchange photos) next time you are in town!

  6. Avatar
    Anamaria 11/05/2013 at 7:59 am #

    I absolutely LOVED her in Autum in New York! The clothes, her demeanor. Love!

  7. Avatar
    Percy 05/14/2015 at 11:22 am #

    Awww…you are winona…at least she’s your celebrity reflection…i used to dress like her in welcome home roxy, complete with the messy hair…

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