The Items Our Editors Have Worn and Loved for Years

Sharing shopping recommendations is one the best parts of our job here at Who What Wear, whether we’re sharing the coolest new brands to follow on Instagram or where to buy the best jeans for the next season, we’re constantly filling you, dear readers, in on the freshest trends, products, and styling tricks. To add to the list of editor-approved wardrobe essentials, today we’re sharing the items we have worn for years.

It’s safe to say these pieces have earned prime real estate in our closets thanks to their versatility and timelessness. From the leather jacket one editor wears every season to the jeans that fit like a glove, keep reading to shop our wardrobes and see how we style each classic fashion item.


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"I love Warby Parker's Durand Sunglasses. I had been looking for classic, go-with-everything tortoiseshell versions, and these definitely fit the bill. I'm too lazy to have a bunch of trendy sunnies in rotation, so I wear these every single day. (Maybe it's also because the lenses have my prescription in them!)”

"I'm from San Diego, so you know I've owned various pairs of Vans sneakers for at least a decade."

"I have an old ASOS denim jacket that I bought about five years ago, and something about it makes it better than any other one I've ever bought. It's perfectly oversize and the nicest shade of blue with just a hint of distressing."

Available in sizes 0 to 14.

"I've had these boots (in black leather) for about five years, and I continue to wear them every fall and winter multiple times a week, making them one of my best investments yet."

Available in sizes 5 to 12.


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"This is probably a common one, but I've worn and loved my vintage Levis for many years now. In fact, I've had to take them to the jeans doctor twice to fix rips in the thigh, and when I originally got them, I had them altered twice in the rear for the perfect fit. Basically, they are custom-molded to my body now."

Available in sizes XS to L.

"Even though leopard is currently having a moment, it's something I've loved and worn for years. Can't quit it—especially this one-piece."

Available in sizes P to V.


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"I've worn this dainty twisted bracelet since my dad gifted me with it on my 21st birthday. It's really the only piece of jewelry I wear on the regular."

"I've got to agree with Kat and give credit to my vintage Levi's jeans that I've worn on repeat since I found them at a thrift store in L.A."

Available in sizes 24 to 32.


A post shared by Anna LaPlaca (@annaflorencelaplaca) on

"I've worn this leather jacket for so long now that it feels like another limb. No seriously, I wear it year-round and can't even imagine what my closet would look like without it. The term 'staple item' would be an understatement."

Available in sizes XS to XL.

"Though it's not the 'trendiest' of all the handbags I own, this tote fits pretty much everything I own (laptop included!) and has been my go-to for work and travel for years now."

"When it comes to eyeglasses, this is the one style I've found that works for me. I like how to the clear frames are super neutral and easy to style so I don't have to think twice about whether or not they'll look good with the rest of my outfit which, believe me, is a real fear."


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"I love the pretty prints and easy fit of this Christy Dawn dress. Not only have I worn mine dozens of times, but it's a sustainable brand to begin with."

Available in sizes S to XL.

"This is my all-time favorite striped T-shirt, and I want to wear it every day. Size up for a perfect fit."

Available in sizes XS to L.

"I tell everyone that the best affordable loafers are made by Everlane. They're as flattering as a flat shoe can be and are as high in quality as a pair three times the price. (That's probably why mine have held up for years.)"

Available in sizes 5 to 11.


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"I will never stop buying or wearing Vince's silk slip skirts. They truly are perfect for any occasion as you can dress them up or down with extreme ease. They are my go-to whenever I don't know what to wear. I throw on the skirt and a white T-shirt and call it a day." 

Available in sizes XS to L.

"I wouldn't consider myself a huge sneaker gal, but Vans checkerboard slip-ons are a classic I'll never get tired of wearing. I slide into them whether I'm wearing a dress or jeans." 

Available in sizes 5 to 10.


A post shared by Aemilia Madden (@aemiliafay) on

"I love a flattering one-piece, and this Baywatch-esque suit has gotten me through a few summers now. It's just the right cut and perfectly stretchy."

Available in sizes XS to L.

"I've been wearing Air Force 1s since high school and have no intention of giving them up anytime soon. They're the clean, white sneakers I can wear with literally anything."

Available in sizes 8.5 to 13.

"I love this simple little band so much I don't think I've spent a day without it in about four years."

Available in sizes S to L.

"It was the '70s silhouette that really drew me to this Rachel Comey piece. Even though I'm not a wide-leg-jeans kind of girl every day, these always feel special to slip into and are still one of my favorite pairs of jeans I've ever owned."

Available in sizes 2 to 4.

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