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 quick weekend catch-up. Before we headed out to explore the city, I opened my closet to grab a light jacket, and she immediately gasped. I may or may not have an obsession with buying new dresses, so my closet was spilling out with probably well over 50 styles. My love for dresses is so strong because they make it so easy to get dressed.
Although my dress collection seems endless, you'd be surprised by how often I wear my favorite styles. I have an obsessive personality, and when I like something, I love it. 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 you have in your own dress collection.
Summer Hat + Printed Maxi Dress
A very easy way to make your summer dress collection feel brand-new involves investing in a quality straw hat. Not only is it practical and will shield you from the sun, but it's also very chic.
Get the look:
Cardigan + Knit Maxi
Layering is another fabulous way to make a dress feel fresh. Nothing looks more effortless than throwing a light sweater over your shoulders before you head out for the day. It will certainly come in handy when the AC hits.
Get the look:
Basket Bag + Headband + White Dress
The princesscore aesthetic is trending, so if you want the look, try following this simple formula. A white flowy dress paired with a headband and basket bag will never steer you wrong.
Get the look:
Button-Down Shirt + Bandeau Dress
Behold, my personal favorite way to style a dress. Throwing a white button-down shirt over my favorite styles has never steered me wrong.
Get the look:
Trench Coat + Printed Maxi
It's never too hot for a trench coat. Okay, that's actually not true, but I still manage to find an excuse to wear one. It's giving London girl.
Get the look:
Bolero + Minidress
When you don't want to have bare arms but still love your collection of minidresses, a bolero comes in handy. It's possibly one of the most convenient trends for keeping you warm on particularly breezy days while still allowing you to show some skin.
Get the look:
Punchy Accessories + Black Dress
Who says wearing a black dress has to be boring? Style it up with trendy accessories that make a statement, and you could be wearing the same dress for years.
Get the look:
Blazer + Sunnies + Minidress
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:
Short-Sleeve Shirt + Activewear Dress
Activewear dresses have become much more than something to sweat in. A cult favorite of fashion people, it'll go wherever life takes you—even if it's a night out.
Get the look:
Belt + Minidress
Adding a belt is always a good idea. Your dresses gain a second life when you pair them with this accessory.
Get the look:
This post was published at an earlier date and has since been updated.
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.
-
Emma Chamberlain's World: Her Warby Parker Collab, Two-Phone Rule, and Spiciest Fashion Takes
"I just want to bring the most joy to people."
By Anna LaPlaca
-
4 Anti-Trend Outfits I Spot Every Time I'm in Europe
Classic looks that are always in style.
By Natalie Cantell
-
3 Non-Holiday Ways to Wear Velvet This Winter
You're welcome.
By Eliza Huber
-
Hailey Bieber Just Used the TikTok Styling Hack That Will Actually Go the Distance
I'm going to use it this weekend.
By Nikki Chwatt
-
After 15 Years as a Fashion Writer, I Know These Free Style Tweaks Will Make a Big Impact
How to give your wardrobe a new lease on life.
By Emma Spedding
-
4 Dated Sweater Trends I'm Purging From My Small NYC Closet by the Year's End
And the chic knitwear I'm making room for.
By Natalie Cantell
-
Law Roach's World: His New Book, Bag of Choice, and What He Grabs on a Target Run
"[Styling] has made my world so much bigger."
By Jasmine Fox-Suliaman
-
I'm in My 20s—Here Are 6 Style Lessons I Learned to Look More Polished and Grown-Up
Sophisticated styling 101.
By Nikki Chwatt