8 Editors Share the One Investment Piece They Always Rewear

"As soon as temperatures start to rise, I immediately shed my layers and bring out the most colorful version of myself. This STAUD Sicily Vegan Leather Mini Dress ($295) captures the mood perfectly. It's quite honestly one of my favorite warm-weather dresses; I've already worn it five times in the span of three weeks. Just last week, I tucked it into jeans for a semicasual dinner on a chilly day, but my go-to way to style it is with strappy sandals and a matching shoulder bag. I'd even consider transitioning it into the fall with knee-high boots and a sharp brown leather trench coat."

"I'm such a creature of habit that I feel like I rewear the same five pieces literally all the time. My biggest challenge is, in fact, stepping outside of my sartorial comfort zone. That being said, a core piece in my daily wardrobe is a slightly oversized, perfectly worn-in Levi's Trucker Jacket ($98). I have several of their classic trucker jackets, which come in a range of washes and silhouettes. I love how over time and with each wear, it gets a little rougher around the edges and feels truly lived in. Jean jackets work pretty much year round, meaning you can throw them on as a swimsuit coverup for those chilly summer nights or layer over a cozy turtleneck once autumn rolls around. This level of versatility is truly unmatched!"

"I'm an adventurous dresser when it comes to heels, handbags, and dresses — but I also appreciate staples that I can use to anchor my wardrobe. This gorgeous black turtleneck gets more wear than any other item in my closet. It's just so cozy and has the perfect oversize fit, and it really goes with everything! I've worn it with mini skirts, skinny jeans, rainbow sequins, and even under a leopard dress. It's the perfect layer and always makes me feel instantly sophisticated and pulled together."

Theory Ribbed Viscose Turtleneck Sweater ($150)

"I'm a uniform minimalist (and by that, I mean I basically dress like a cartoon character), so I literally rewear everything — some variation of a white shirt, a wide-legged trouser, and a comfy shoe. I'm all about comfort but with a little extra oomph — so my JW Anderson Black Chain Loafers ($675) are probably my favorite item in my closet. I literally reach for them all the time. They dress up my lazy "going to grab a cold brew" outfit (usually with joggers and a hoodie), add a little extra something to my usual monochrome palette, and, most importantly, they're just so comfy and easy. They also transition well, so you can wear them in the fall with a cute pair of socks or just slide your feet in during the spring and summer. I'm actually wearing them right now as I come back from getting my second oat-milk cold brew of the day!"

"My most repeated outfit item is hands down my Levi's Ribcage Straight Ankle Women's Jeans ($108). I prefer denim in a dark wash with structure, and these are my go to every time. I've had them for years and still can't find a pair of jeans as versatile. Whether it's sneakers or heels I'm after, they make my outfit feel polished every time."

"My most repeated item is definitely this lavender Aritzia plaid dress. I wore it all through my pregnancy, and now, I've been wearing it over and over again as the weather finally gets warmer on the East Coast. I love the stretchy material, and the print just brings a smile to my face."

English Factory Plaid Midi Dress with Ruffles ($110)

"My most essential summer accessory is this Jiyali Handwoven Rattan Bag ($16, originally $20) — it truly goes with any summer dress, and I appreciate that it has a detachable shoulder strap in case I want to go hands free. The purse is well made and has gone with me on several trips. It fits all my essentials, including an iPhone, a cardholder, lipstick, a compact, and a mini hair brush. I have a feeling that rattan will continue to be a big summer trend, so I'll definitely continue to use this bag on the regular."

"One staple I'll never not have in my closet is a good blazer. This double-breasted Aritzia Margaux Blazer ($228) is one I've owned for over three years, and it hasn't aged a day. The quality is top-notch for the price point, and they now have new iterations of it. This is my dinner, work, and date-night go-to for just about every look. Throw it on over a tank and baggy jeans in the summer, or style it with trousers and a mock neck for work. It always makes me feel good."