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Style Breakdown: Ashley Olsen

Ever since I can remember, I’ve been a HUGE fan of the Olsen twins.  They’re less than six months older than me and rock at life.  No, I don’t support smoking your life away at your wedding, but that’s not what I see when I look at the Olsens.  I see two accomplished women that have reached a pinnacle of stardom that you don’t even realize they’re a part of due to their relaxed, under-the-spotlight nature.  For example, did you know that their brand The Row won “Womenswear Designer of the Year” from the CFDA in 2015?  They’re still breaking records out of the everyday spotlight.Style Breakdown_

While I grew up being a bigger fan of Mary-Kate – primarily because I was the shorter, more smiley one amongst my friends –, I have fallen in love with Ashley’s sense of style.  She’s classic and pulled together on a regular basis.  She’s comfortable in basics, but does not hesitate to spice up her look when the time calls for it.  So let’s dig in to some of the tangible consistencies that help Ashley Olsen’s style shine.

Center Part (via, via)


Back in the day, Ashley was known for being the fierce one with the edgy bangs and side part.  But for the past few years now, she has stayed committed to the center part.  Whether leaving her hair down for a more casual look, or wrapping it in a low chignon, polished is always the direction she chooses.  To get this look, spray your brush with a teeny bit of hair spray before brushing in place.  It will keep the fly aways at bay, while not looking like you spent way too much time getting your hair to stay in the exactly correct spot.

Classic Black & White

(via, via)

While Ashley feels completely comfortable wearing everything from an all red suit, to a printed scarf / snake skin top combo, she seems most at home in simple, classic black and white.  This color combination is aggressively simple for someone so short for being in a world of tall individuals (fashion), but the fabrics and shapes she uses exude an elegance that is hard to ignore.  Whether through a draped back, or by mixing together leather, satin, suede, and cotton, the final look becomes every bit as dramatic as if she was wearing bold brights.

Slouchy Button Downs (via, via)

*Off topic, but the first picture is from 2008.  Well before any of us knew that leather pants were going to have a moment.  Touché, Ashley Olsen.*

While Ashley seems fairly willing to adjust her shoe style, she will rarely stray from the traditional button down.  Though, for added comfort, she goes for one that is well beyond her usual size, giving off that bohemian edge we’ve come to know from the Olsens.  To balance out this look, she makes sure to wear very structured bottoms, often tucking in the button down to create a look that is all her own, yet also right at home in the streets or on the red carpet.

Longer Outerware (via, via, via)

When it comes to outerware, Ashley tends to stick with a length that is at least covering her booty.  While she does have moments featuring cropped blazers, the longer outerware provides length and a larger presence to Ashley’s naturally small frame.  Combined with a heel or colorful pump, the overall look is intentional, while still being a style only Ashley could pull together.

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  • Reply dukechic

    Ahh yes! Love Ashley Olsen ever since I was a little girl! Her style is out of this world amazing. great post! can’t wait to read more of your blog!

    February 18, 2016 at 7:45 am
    • Reply semisweettooth

      Gosh, they’re just the best aren’t they?! Glad you’re a fan. I have a couple more left in this series. Let me know if there’s anyone specific that you’d recommend I check out because of their rowdy, awesome style!

      February 18, 2016 at 10:32 am
  • Reply Amanda @ Anchored to Sunshine

    I have always loved Ashley Olsen! When I was younger my sister and I would pretend to be them and I would always be Ashley while she was Mary Kate. They really are role models (but I agree, minus the smoking part haha)!

    February 18, 2016 at 11:51 am
    • Reply semisweettooth

      Love it! I definitely did the same with my girlfriends, too. Love that they stay relevant. 🙂

      February 18, 2016 at 3:32 pm
  • Reply ~ carmen ~

    I love the long outerwear; it’s just so cozy & enveloping. The second outerwear look is my favorite. :]

    // ▲ itsCarmen.com ▲

    February 18, 2016 at 12:46 pm
    • Reply semisweettooth

      It’s amazing with the small pop of color, isn’t it?! 🙂

      February 18, 2016 at 3:33 pm
  • Reply Angela

    Love Ashley’s style, she make sit look so effortless!

    February 18, 2016 at 2:51 pm
    • Reply semisweettooth

      Totally agree! Effortless and classic all at the same time. 🙂

      February 18, 2016 at 3:34 pm
  • Reply Amber

    I’ve also been an Olsen Twin fan from way back in the full house days. I wanted everything they owned and made during their time making a bunch of movies! But it’s great to see their style evolve and mature as I have. Great feature!

    February 22, 2016 at 11:54 am
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