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Jennifer Davis
Dec 30, 2014 @ 1:30 pm

What happens when you wear the same dress five days in a row? Assistant Social Media Editor Jennifer Davis took on the challenge. Read on to find out what it was like and how you can pull it off, too.

I began my one-week journey with one major goal: To see if I could style the same little black dress differently enough each day so that none of my co-workers would notice. No small feat for someone who works at a fashion magazine.

To do this, I enlisted our Associate Fashion Editor Andrea Cheng as a styling confidante. With her help we came up with five different outfits using only pieces from my closet. While we may not have been successful in keeping our project a complete secret, we did come up with five different ways to wear one dress. Scroll down to see the week unfold.


Fresh off of a red-eye from California, I wore the Rebecca Taylor dress (similar at as is for day one with black tights and ankle boots.


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An oversize Michael Stars sweater transformed the dress the next day, making it look like two pieces instead of one. Two-tone pumps from Schutz finished off the look.


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My favorite look of the week had me all buttoned up. I wore a cream silk blouse underneath the dress, which I paired with a chain necklace from BaubleBar. But the unexpected twist came from the shoes. Instead of a flats or boots, we decided to mix it up with perforated sneakers from Vince ($195 at


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The fourth day was a little bit rocker chic. I wore a red and black flannel shirt from Forever 21 underneath a leather jacket and lace-up suede booties.


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I couldn’t finish off the week without a turtleneck tucked underneath the dress. The key here was to choose a thin sweater to make sure it didn’t look too bulky. Accessorized with a chunky necklace and leopard flats from Tory Burch ($265 at, the look was complete!

So after the experiment, I concluded it is indeed possible to transform one closet staple over and over again, just by swapping in a few key accessories!

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