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Speaking of Anna

by habituallychic

02 . 26 . 10

That picture of Anna Wintour in the snow had me thinking about her style. She has clearly found what works for her and each outfit is a variation on that theme. She usually wears a suit or a dress that is either slim or has a nipped in waist. Sometimes it’s a little sweater and skirt combination. In the summer, she completes the look with a pair of sandals and in the winter, it’s always a pair of knee high boots and tights. I don’t think anyone does winter as well as Anna. She’s dresses for the weather but always remains stylish. Like Tory Burch, she also always looks like herself and even though she has a wardrobe allowance, if you look close, she does wear her clothes more than once. She just accessorizes them differently. I love that she’s not afraid of color and pattern as well. She also tops every look with a coat that perfectly complements it. While Anna Wintour and Vogue are usually the one who tell us who the style icons are, I consider her one as well and I’d love to peek inside her closet! I bet it’s fabulous!

Photos by Style.com

21 Comments
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  1. Alaina @ Live Creating Yourself February 26, 2010 | 8:13 pm

    She does dress fabulously – rightly so as the editor of Vogue. But I cannot stand her hairstyle… AMAZING color and highlights though. Wouldn’t mind that for myself.

    Alaina

  2. Frog Hollow Farm Girl February 26, 2010 | 9:07 pm

    very elegant – lots of attention to detail here – love hearing that she wears things more than once

  3. Karena February 26, 2010 | 9:46 pm

    Such a style icon!I actually do like her hair, it suits her. She has become quite a legend!

    Karena

  4. Michael February 26, 2010 | 11:36 pm

    I do think it is time for a new haircut! I just watched “September Issue” and in my opinion it did not portray her in a very flattering light. Grace Coddington is the real genius!

  5. myletterstoemily February 27, 2010 | 2:59 am

    incredible. a little disconcerting what
    she put milan through by cutting her
    time there.

  6. blydesign February 27, 2010 | 4:28 am

    Love the outfit in that sixth picture! Are those shiny, olive tights!?!

  7. SPLENDEROSA February 27, 2010 | 5:17 am

    I’ve never seen a pic of her with a big smile. Think it’s just her personality to be demur?

  8. splendidmarket.com February 27, 2010 | 5:18 am

    She is so curious. I have to say as eye-catching as her clothing and hair are — her facial expressions and body position (slouchy)are what I see first. Obviously a complicated, talented, thinking (calculating) woman.

  9. Annie@A View On Design February 27, 2010 | 9:41 am

    the grey makes her look old, love her with colour (like that bit of lilac) and love her in a feminine cardy!! I aim to look like her at her age! that would be a dream for me! (hope I can afford it!) hehe

  10. Sarah February 27, 2010 | 11:11 am

    I love that she has the exact same expression in every photo! Great, modern day icon style.

  11. Natasha February 27, 2010 | 1:59 pm

    Great Images!
    AW has indeed become a style icon, you are right about that.
    I look forward to the day when you do get a look inside her closet….and share with all of us! There must be treasures in there, I am sure of it!!

  12. jones February 27, 2010 | 3:11 pm

    Oh, to be that thin and to wear clothes that well!!! Next life. Thanks, she truly looks fantastic–so feminine and yet herself.

  13. Ruthie's Renewed Treasures February 27, 2010 | 5:56 pm

    Lover her ecclectic yet traditional style. Fun post. I’m with you about getting away somewhere warm, in fact I just wrote a post about it.

    Ruthie

  14. Square With Flair™ February 27, 2010 | 6:41 pm

    I see a lot of roadkill! How come she never checks her coat? She dresses better than average, but there are a couple of outfits that are positively dumpy. At least she isn’t wearing head to foot black all the time like everyone else.
    Square with Flair

  15. Summer February 27, 2010 | 10:05 pm

    Hmmm, I don’t know about Wintour’s clothing. In the documentary especially, she seemed surprisingly dowdy and Ann Taylor-y to me. She’s a string bean…she could pull off being a little more experimental.

  16. A Gift Wrapped Life February 28, 2010 | 2:58 pm

    Such a mysterious woman…….which I think works in her position in a strange way.

  17. Yvonne Blacker February 28, 2010 | 4:53 pm

    I just watched September Issue last night. I loved the behind the scenes look at what it takes to create Vogue content. The entire time I kept thinking how much I loved Anna’s sophisticated chic style. Thanks for posting all the pictures!

  18. lady jicky February 28, 2010 | 11:13 pm

    She has round shoulders – you would think Anna would know to stand up straight! LOL

  19. Alexandra Rae March 1, 2010 | 2:08 am

    Thank you girls for noticing her poor posture! I greatly admire her; love her intelligence, hair and imitable style. But the first thing I saw scanning these pictures was a slouching woman. Had I labored over the lines of those clothes I’d be sickened. Since my daughters were 5 years old I have told them the way they carry themselves is more important than what they wear. Nothing ruins a dress or conveys bad character like bad posture (or a sour attitude). Thought it was just me, but in reading through the comments I was happy to know posture hasn’t completely gone out of style.

  20. Fashion Maven March 1, 2010 | 5:25 pm

    She seems to have lost the shades ever since TDWP came out… and she seems to have this forced smile on her face since then too – previously, she always looked like she could care less. It’s weird seeing her with that weird smile that doesn’t reach her eyes.

    As for her style – I think it’s nice that she knows what works for her and goes with that. I don’t think I’ve ever looked at something she was wearing though and screamed, “I have to have it!”. She does wield a lot of power though – although sometimes I wish she didn’t.

  21. Faux Fuchsia March 1, 2010 | 8:57 pm

    I love her. I love her hair, the prints and her ability to stay that thin!