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How To Perfect That Dress Over Pants Look

There's a reason why the street style scene loves the combo so much. See how to nail it for good with our super simple cheat sheet.

Now, the title of this post is a little bit of a “Hah, gotcha!” moment because the way we see it, there is no “right” way to go about the dress over pants look. If you think your favourite floral summer dress looks fine over your worn-to-death denims, then it looks fine. We’re not going to lay down any rules. But, if you have been trying to perfect the combo so favoured by our favourite street stylers and have encountered a hiccup or two, we’re here to help.

The first step is the hardest, yet ironically the simplest: you’ve just got to dare to do it, never mind the stares from people who are wondering why on earth you’ve got pants under your dress. Next, the dress. Again, we emphasise that we’re laying down no rules here, but button-down, lightweight, asymmetrical and slit dresses will make the layering easier and less bulky. You’ve made the effort to wear pants under the dress, don’t hide it. Dresses in lightweight materials such as satin or silk are easier to tuck into the pant, too.

Finally, the pants. The street style scene loves to pair dresses with straight-leg jeans, ever so slightly cuffed at the end to up the effortless factor. If you’d like a little more drama, try flare leg pants that swish and sway along with the hem of your dress. Think about how that’s going to look while you’re crossing the street. As for us, we like a little tone-on-tone action. Checks over checks, white over white, that sort of thing. See how Yoyo wore the look on her recent trip to Rome, then shop our edit of midi and maxi dresses that we guarantee will go easily over your favourite bottoms. Word of warning: you may soon be addicted to wearing all your dresses with pants. It is a slippery slope.

Exhibit Checked Button Down Midi Dress

Isa Arfen Tie-Front Striped Cotton-Blend Midi Dress

Attico Embellished Silk-Satin Maxi Dress

Magda Butrym Asymmetric Ruffled Silk-Crepe Midi Dress

Balenciaga Striped Stretch Jersey Halterneck Midi Dress

Jacquemus Shirred Cotton-Jacquard Mini Dress

Preen By Thornton Bregazzi Ruffled Fil Coupe Silk-Blend Dress

Jason Wu Lace-Up Asymmetric Cotton-Poplin Dress

Rosetta Getty Gingham Cotton Wrap Gown

Magda Butrym Crotchet-Trimmed Silk-Chiffon Dress

Monse Pique-Trimmed Striped Silk-Twill Top

Photos: YOYOKULALA.com, Net-a-Porter

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Talk to Us!

  • Kiri Yanchenko

    Loving these outfit options.
    Net a porter is amazing – although I am going to need them to go on sale.
    Set to Glow

    • YOYOKULALA.com

      With summer coming, I’m pretty sure one of their annual sales isn’t far away. Get ready!

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