I Get Away With Wearing the Same Dress Over and Over Again—10 Looks I Copy

I had a friend over the other day for a weekend catch up. Before we headed out to explore the city, I opened my wardrobe to grab a light jacket, and she gasped. Now, I may or may not be unable to stop myself from buying new dresses, so my closet was spilling out with (probably) well over 50 styles. Dresses just make it so easy to put an outfit together, hence my love. 

Although my dress collection seems endless, you'd be surprised by how often I wear my favourite styles. When I like something, I love it. And I get away with wearing the same handful of dresses over and again because it's all in the accessories and styling—throwing a light sweater over your shoulders or swapping in bold accessories can make all the difference.

Below, you'll find 10 looks that will inspire the endless styling opportunities to discover in your own dress collection.

1. Summer Hat + Printed Maxi Dress

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(Image credit: @gracejoshua13)

Style Notes: Invest in a quality straw hat for a very easy way to make your summer dress collection feel brand new. Not only do straw hats shield you from the sun, they're also très chic.

Get the Look:

2. Knit Maxi + Trainers

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(Image credit: @aimeesong)

Style Notes: Nothing looks more effortless than a knit maxi and a pair of casual trainers to head out for the day. 

Get the Look:

3. Basket Bag + White Dress

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(Image credit: @emmanuellek_)

Style Notes: Achieve the princesscore aesthetic with a white flowy dress paired with a headband and basket bag. This summer outfit will never steer you wrong.

Get the Look:

4. Button-Down Shirt + Bandeau Dress

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(Image credit: @linhniller)

Style Notes: Behold, my personal favourite way to style a dress. Throwing a white button-down shirt over the top has never steered me wrong.

Get the Look:

5. Trench Coat + Printed Maxi

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(Image credit: @anna__laplaca)

Style Notes: I always manage to find an excuse to wear a trench coat. 

Get the Look:

6. Cardigan + Minidress

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(Image credit: @littleblackboots)

Style Notes: If you love your collection of minidresses but don't always want your arms to be bare, a cardigan comes in handy. It keeps you warm on particularly breezy days whilst still allowing you to show some skin.

Get the Look:

7. Punchy Accessories + Black Dress

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(Image credit: @_sierramayhew)

Style Notes: Who says wearing a black dress has to be boring? Style it up with trendy accessories that make a statement and you can get away with wearing the same dress for years.

Get the Look:

8. Blazer + Sunnies + Minidress

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(Image credit: @nitsanraiter)

Style Notes: There is really something to be said about the power that a black blazer holds. Give off CEO energy when you style your dress with this timeless wardrobe staple.

Get the Look:

9. Short-Sleeve Shirt + Activewear Dress

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(Image credit: @champagnemani)

Style Notes: Activewear dresses have become much more than something to sweat in. A cult favourite of fashion people, just throw it on and go wherever life takes you—it might end up being a night out.

Get the Look:

10. Chain Belt + Minidress

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(Image credit: @chasemarieee)

Style Notes: Adding a belt is always a good idea to cinch the waist and give texture to your look. Your dresses gain a second life when you pair them with this accessory.

Get the Look:

Next Up: 7 Summer Outfits To See You Through This Week's Heatwave

This post originally appeared on Who What Wear U.S. 

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Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of experience in the fashion industry to the editorial team. Since joining Who What Wear in 2021, Sierra has made her mark by expertly blending luxury and accessible fashion content. Whether she's decoding the latest runway presentations or crafting a perfectly curated shopping list, Sierra's keen eye and relatable approach have solidified her as a trusted voice in the fashion space. She's also reported on major industry events like Paris Fashion Week and lent her expertise to red carpet coverage, ensuring her audience gets an insider's view of the most glamorous moments in style. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. Her ability to translate editorial expertise into viral social media content sets her apart, seamlessly bringing her articles and personality to life for a new generation of readers and followers. A graduate of the University of Notre Dame, Sierra brings a unique perspective to the fashion industry that is informed by her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.