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How To | November 2, 2015

How To Style and Wear an Oversized Shirt

Anthropologie Estes Buttondown by Cloth & StoneIf someone told me last season that the oversized shirt trend would be big for fall and that I was going to love it and wear it like crazy, I would have told them absolutely not! How could an oversized shirt be cute?!?! In fact, when I tried this shirt on, I had to have my friend come in the dressing room and approve it. I was just so caught up in the comfort that I wanted it right then and there, even it it didn’t look cute! Well, thankfully she approved, and I purchased it. Since then, I’ve been giving this style of shirt a lot of thought.  Particularly, why it works and how it can be styled and worn in my wardrobe.
Anthropologie Estes Buttondown by Cloth & StoneWhen buying an oversized shirt, I have a few tips. You see how this shirt dips down in the front and goes up on the sides? This allows the horizontal line to be on the slimmer part of the legs without adding unwanted bulk to the sides! Plus, the v-neck and the line of buttons down the center elongate your silhouette.

Anthropologie Estes Buttondown by Cloth & Stone It’s so important for an oversized shirt to fit well at the shoulders and chest.  This allows for a more tailored, flattering silhouette. Make sure the shoulder seams line up right at the end of your shoulder and that it is fitted through the chest (get the smallest size possible!!). In this shirt, the back placket is nice, because it allows the shirt to be fitted at the top and the bottom to skim the body.
Nordstrom Cole Haan 'ZerøGrand' Perforated OxfordWhen styling an oversized shirt, I like to have flexibility. I like a shirt that I can dress down with sneakers, or…

Anthropologie Estes Buttondown by Cloth & Stone…dress up with a sloppy tuck and a leather jacket. One of my favorite style tricks is to take something extremely casual (like an oversized shirt) and pair it with something dressy (like heels). It feels like my kind of style. I like to get dressy, but I also like to be comfy.

Anthropologie Estes Buttondown by Cloth & StoneAnd when I sloppy tuck, I sloppy tuck. I let the side slits show and don’t worry about it. It’s supposed to be sloppy and effortless, right?

Anthropologie Estes Buttondown by Cloth & StoneAnthropologie Estes Buttondown by Cloth & StoneNow I do realize the jacket over the shoulder is not everyone’s style (and that’s ok), but it felt right with this outfit. I like the flowy nature of this shirt, and I didn’t want to stuff it under my jacket. However, I liked the way the jacket looked with my outfit, and a jacket comes in handy in the cold AC. Oh and by the way, I will stuff that shirt under that jacket when I get cold- ha!

Outfit Links:

Shirt- Anthropologie, Jeans- J Brand, Grey Shoes- Cole Haan, Black Shoes- Michael Kors, Leather Jacket- Treasure & Bond, Watch- Kate Spade, Earrings- Argento Vivo, Necklace- Argento Vivo

Photos by Traci Ling

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Comments

  1. Stacy says

    November 3, 2015 at 8:37 AM

    I have been wanting to order the Cole Haan sneakers…wondering what size to order…I’ve read they run just a bit large? What are your thoughts? Love the oversized shirt…looks cute…and that top is SO SOFT!

    Reply
    • Carly Lee says

      November 4, 2015 at 10:16 AM

      I typically wear a size 8.5, and I went down half a size to an 8. The 8 fit perfect. I hope this helps. I know, the top is like heaven on the skin! Thank you for your comment.

      Reply
  2. kristin says

    November 4, 2015 at 2:42 PM

    would you mind sharing what size you are wearing in the top? it looks so cute on you, they don’t have it at my local anthropology, and i am wondering since it is oversized, what size you chose…

    thank you!

    Reply
  3. Lisa says

    October 25, 2019 at 2:44 AM

    Love these different ways to style oversized shirt. I am obsessed to wear oversized shirt and I got great ideas from your blog. Thanks a lot for sharing.

    Reply
    • Carly Lee says

      October 25, 2019 at 3:01 PM

      I’m glad you found the post helpful!! Thanks for the your comment!

      Reply

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Bracelets by @espacio_popupshop 
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