Shopping·9 min read

Our Guide to Elevated Casualwear

Design: theSkimm | Photos: Outdoor Voices
September 9, 2022

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Whether you’re keeping it casual for neighborhood brunch or running out to tackle daily errands, feeling cute and put together is always a bonus — even if you’re not channeling Cher Horowitz’s outfit finder. These style essentials will fit seamlessly into your closet and pair with things you already have to upgrade all your more leisurely ’fits. We’ve found everything from elevated T-shirts and pullovers to comfy jeans and joggers to the exercise dress we won’t shut up about. You already know.

Psst…this is part of our Relatable Fashion Week series. For more recs on what to wear when you want to go out but your closet says, ‘let’s stay in,’ click here.

Buck Mason

A boxy crew tee that’s just the right length…

These days it seems most tops are either cropped right below the bust or fall way too far past your waist. Enter this boxy tee made out of soft pima cotton that hits perfectly at your waistline. Throw it on with literally any bottoms, and you’ll feel ready to take on the day. It comes in 10 neutral colors and sizes XS–XXL. ($38, Buck Mason)

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A pack of men’s V-necks we can’t stop wearing…

These Hanes tees are technically men’s, yes, but we won’t gatekeep that they happen to be our favorite white T-shirt. They’re so soft and fit so well — not too tight but not too loose that they look slouchy. We’ve worn them to sleep in, to work out in, to go grocery shopping, and even to brunch, tucked into a skirt. Trust us on this one. ($15.08+, Amazon)

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A sweatshirt with vintage vibes…

If the pandemic taught us anything, it’s that polished sweatshirts do exist. This one breaks up the solid black with a graphic of two angels and logo. It’s 100% cotton and has a fleece lining, so it’s soft enough for a lived-in feel. It comes in sizes XS–XL. ($160, Revolve)

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A zip-up hoodie you can layer or wear as a shirt…

This cashmere hoodie is soft enough to feel like you’re wrapped in a blanket but looks great worn with a simple white tank top or on its own. It has pockets, a hood, and a two-way zipper, and it’s available in six neutral colors and sizes S–XL. Size up if you want a roomier fit. ($165, Amazon)

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Alo Yoga

A pullover with a preppy touch…

Prep is in, haven’t you heard? With three buttons and a collar, this pullover is anything but average. It has a boxy fit, dropped shoulders, and hits just right at the waist. Pair it with leggings or bike shorts for a coffee run or pull it on over yoga clothes after class. We love the bright colors, but it also comes in black and gray. ($98, Alo Yoga)

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Outdoor Voices

An exercise dress loved by all…

ICYMI: She’s sporty, lightweight, sweat-wicking, and has built-in shorts with little grips, so there’s no chafing, riding, or bunching. It comes in several colors and patterns, and in sizes XXS–XXXL. Play golf, tennis, or Putt-Putt in it, but also throw it on for errands, walks, or brunch. Serving looks. ($100, Outdoor Voices)

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Girlfriend Collective

A long-sleeve tee made with sustainable fabric…

This one isn’t your average tee. It’s made from a recycled fabric called cupro that feels silky but is hypoallergenic, won’t cling to your body, and regulates temperature. It’s perfect for wearing around the house while working from home or pairing with jeans for a casual dinner. It comes in six neutral colors and sizes XXS–6XL. Customers say it’s a great layering piece when it’s chilly outside. Use code SKIMM15 for 15% off your entire order. ($34, Girlfriend Collective)

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A cheeky graphic tee that looks good with anything…

Let us introduce you to your new favorite weekend shirt. It’s a vintage-looking tee with a comic-strip-style graphic that says, "Wait! The champagne!" Our forever mood. It’s 100% cotton and will only get better with time, so it’s worth the investment. Tuck it into jeans or a skirt or throw a blazer over it. She speaks for herself. ($150, Revolve)

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A high-rise jogger that looks better than your sweats…

Arguably the best pair of Lululemon joggers you can get your hands on, these full-length pants are the upgrade your loungewear has been waiting for. The material is soft and lightweight but warm enough for transitional weather. They’re also high-rise, stretchy, and sweat-wicking. They come in four colors and sizes 0–20. ($108, Lululemon)

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A terry cloth romper for a one-and-done ’fit…

Button up this one-piece over your swimsuit as you head to the pool or beach, and don’t be surprised if you’re reaching for it on a normal day as well. The lightweight terry has some give, and there’s an adjustable drawstring at the waist. Bonus: It’s machine washable. Score. ($44.99, Madewell)

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Free People

A pair of jeans that are slouchy in the best way…

Somehow we keep finding new versions of Levi’s that are even better than the last. These “dad jeans” are our new weekend warriors, with straight legs that are borderline bootcut and a high-rise waist. The dark gray can be dressed up or down, but they also come in light and dark wash denim. Just note, they don’t have a lot of stretch, so size up if you want a looser fit. ($98, Free People)

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Skinny jeans available in a wide range of sizes…

As Oprah once said, “If you’ve got a really great pair of jeans, you’ve got it all.” Okay, maybe we said that, but you know it’s true. These are high-waisted to keep you comfortable and covered all day and have a raw hem. They come in 00–24, and customers love that they don’t stretch out wear after wear. ($119, Nordstrom)

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Girlfriend Collective

A lightweight bike short that can do both…

From the couch to the gym, these bike shorts won’t let ya down. They’re lightweight and breathable, and they’ll never cut off circulation to your legs. Praise. The fabric is made from 90% recycled bottles and has UPF 50+ protection. We love the longer inseam and the zesty green color (they also come in black). Use code SKIMM15 for 15% off your entire order. ($48, Girlfriend Collective)

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Leggings with convenient side pockets…

Another sustainable option, these are made from organic cotton in a fair trade factory and have pockets on both sides big enough to stash your phone or keys. They have plenty of stretch, so they’re comfy enough for both your farmer’s market run and your gym routine, and come in 10 colors and patterns to choose from. Customers rec sizing up, as they can be quite tight before breaking them in. ($45, Pact)

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A pair of men's joggers made from performance fabric…

Move over, groutfit. These stylish pants bring the comfort — whether you’re running errands, lounging on the couch, or playing sports. The soft tech fabric is sweat-wicking and resistant to pilling and fading. And they’ve got multiple zip pockets for keeping the important stuff secure as you move. Your old sweatpants could never. ($98, Nordstrom)

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