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
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
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:
There's something about Gucci trainers that strikes the perfect balance between luxury and casual.
3. Basket Bag + White Dress
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:
After seeing my colleague wear this dress, I think I need it.
Gorgeous, gorgeous girls love carrying basket bags.
4. Button-Down Shirt + Bandeau Dress
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:
So effortless.
5. Trench Coat + Printed Maxi
Style Notes: I always manage to find an excuse to wear a trench coat.
Get the Look:
6. Cardigan + Minidress
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
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:
Prepare for so many compliments on this handbag.
8. Blazer + Sunnies + Minidress
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:
Prada sunglasses are an influencer and editor favourite.
9. Short-Sleeve Shirt + Activewear Dress
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:
You can also pair this with your favourite swimsuit.
Trust Adanola for luxe loungewear and workout gear that comes celebrity approved.
10. Chain Belt + Minidress
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:
Everyone needs an LWD dress, and this one is so good.
Chain detailing is always a win in my book.
Next Up: 7 Summer Outfits To See You Through This Week's Heatwave
This post originally appeared on Who What Wear U.S.
Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. 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. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.
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