29 Clothing Items That'll Be Favorites For Many Seasons

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A drapey spaghetti strap midi dress with over 6,000 5-star ratings, plus adjustable straps and an elastic waist so it'll fit like a dream. It's so simply chic, it'll be a staple every spring and summer for the next several years.
A sleeveless, lightweight fleece jumpsuit that's perfect workout or Netflix binge attire, but would also be darn cute with a biker jacket and sneakers or booties. In other words, not only will you never *want* to take it off, but you'll also never *have* to.
A crochet top reviewers adore for its style and versatility. I hearby grant you permission to get all three colors — ~tank~ me later.
A tiered midi that works for spring through fall and gives such cute cottagecore vibes, I get the sense it would be kinda disappointed that Taylor combined the folklore and evermore sections of The Eras Tour for the later legs. Ah well, we all have our champagne problems.
A pretty polka-dot dress with roomy pockets that's practically perfect — the only way it could get better is if you added cute sneakers.
An effortlessly cool denim waistcoat because the vest trend doesn't seem to be going anywhere anytime soon. Good, because these babies are so versatile. Layer 'em over tees and shirts when it's chilly. Wear them alone as a top. Rock one open over a dress you've worn a zillion times to add interest. Take it to the next level by personalizing it with a brooch or some enamel pins. Truly endless possibilities!
Slouchy overalls boasting pockets and a lightweight fabric perfect for lounging or striking the balance of comfy and cute on the weekends — while still being extremely mirror-selfie-worthy.
A stunning white midi dress with straps that can be twisted and tied into several different necklines, so it's like getting at least four dresses for under $100 — yes, really.
A raw-hemmed denim tunic shirtdress ready to serve as a jean-ius blank canvas to your fabulous shoe and accessory collection. You could also rock it open over a tee like a jacket!
Surprisingly affordable bike shorts, which, like any of the trusty pairs you've been living in lately, are great for wearing for workouts, while chillaxing, or under dresses. What makes these particular comfy wardrobe staples must-haves? POCKETS and over 60,000 (!!!) 5-star ratings.
A sleeveless linen jumpsuit that's a fresh take on the iconic Pretty Woman dress. Thanks to Julia Roberts, brown polka dots are timeless symbols of elegance. To underestimate the impact one movie scene can have on fashion would be a big mistake, HUGE.
BlankNYC cropped faux leather pants under $100 — aka the trendy wardrobe staple you've been searching for. Everything you own is about to get way cooler styled with these.
A square-neck tank with a quirky graphic that people are PASSIONATE about — for real, one reviewer requests to be buried in it. 😅 And I mean, I get it. A comfy layering piece emblazoned with corn, butterflies, or caviar? Say less.
Comfy bootcut pants that don't have buttons or zippers (you just pull 'em on), but do have stretch and over 6,000 5-star ratings. They also come in tons of cool colors beyond basic black and gray!
A jean jacket–hoodie combo, aka a stylish and easy layer you'll wear e-v-e-r-y-w-h-e-r-e (including over dresses!!!) and that's much more interesting than a regular sweatshirt or denim jacket.
A wide-leg belted jumpsuit, because you're tired of reaching for the same go-to LBD. Enter the little black jumpsuit to be your new special occasion secret weapon.
A chic blazer with gold buttons that could pass for a more expensive brand, is guaranteed to become a staple in your closet, and will help you ~blaze~ new sartorial trails.
Pleated crepe shorts, aka the perfect style starting point. Add a bodysuit, heels, and major jewelry for a night out or throw them on with a cute top and sneakers when you want something a bit more posh than denim.
A tartan-talizingly cute double-breasted blazer that could easily pass for triple the price and will make even distressed denim look super polished. It's also serving some very cool Clueless vibes, so I just had to ~Cher~ it with ya.
A classic-looking one-piece swimsuit with a posh buckle detail that'll make you feel like a model posing for an oceanside photo shoot. 📸 🤩 Get ready to pack this timeless baby on every vacay for the next...decade?
A sleek satin midi skirt, aka a transitional weather superhero. Wear it with sweaters, jackets, sleeveless bodysuits, tights or bare legs, boots, or sandals...you have got OPTIONS, and all of them are chic.
A comfortable-looking rainbow jumpsuit that radiates pure joy. Stretchy material + bold colors = a one-and-done outfit that's so much more fun than a tee and jeans.
Seriously stylish faux-leather shorts, which are even more of a bargain when you consider you can wear them for all seasons — they look sooooo cute with tights!
A princess-worthy tulle midi skirt, aka the fashion item you're probably already fantasizing about twirling in. Tuck in a sleek top and add heels to make it dressy, of course, but also don't be afraid to pair it with graphic tees, faux leather jackets, sneakers, and combat boots!
A fitted, striped tank dress that would be just as appropriate for a farmer's market run on the Amalfi Coast as it would for brunch in your neighborhood. Wear it all summer, then layer a chunky sweater or a jean jacket over it come fall.
Posh wide-leg pants ready to take crop tops and pretty much every top you'd usually tuck into jeans to new, Parisian-chic heights.
The now-iconic Hill House Ellie Nap dress that's an internet fave for a reason. The comfort + how pretty it'll make you feel = unmatched. You may need it in several prints.
A plaid Peter Pan collar dress you can wear for every season, with tights or without. Plus, this cutie can be super sweet or cool and edgy, depending on how you style it — personally, I'd rock it with combat boots!
A super soft and luxe rainbow floral tee that'll match with all the bottoms, sweaters, and jackets you already own, but be a major step up from your usual graphic tees.