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Unless otherwise specified, all sizes in this post are listed in women’s.
1. A tried and true pair of high-rise Levi's that have a relaxed, vintage vibe, but still feel very much of the moment. Plus, they're made of 100% organically grown cotton, which never goes out of style.
2. A super-popular turtleneck dress you can pair with leggings or even jeans when the temperature drops, though it would also look great with thigh-high boots on milder days. Oversized comfort at its coziest.
3. A pair of comfy joggers, aka your new go-to lightweight pants for everything from grocery shopping, to walking your dog, to bingeing Yellowjackets in bed.
4. A fitted turtleneck, because we all need that reliable piece that perfectly straddles the line between cozy and "professional enough to wear on a Zoom call."
5. An essential white button-down that's a bit more relaxed than the stiff and starchy oxfords of yore. Still the same "goes with everything" staple, but more comfy and casual.
6. An oversized merino wool cardigan you'll want to hide from your roommates/siblings/significant others — basically anyone who enters your home and likes nice things. It's definitely splurgy, but it is handmade and SO gorgeous.
7. A pair of ridiculously cute high-waisted pants with not only a bow at the waist, but at the tapered ends as well! Wear them to your best friend's birthday party, work, or literally anywhere.
8. An ultra-classy houndstooth pullover you can throw on whenever you want to look put together without sacrificing comfort. Prints come and go, but houndstooth is forever. 🖤
9. A gorgeous cashmere-blend dress to make you feel oh-so-elegant and sophisticated, whether you're headed to the ballet or meeting your parents for dinner.
10. A swingy pleated maxi skirt with a cute bow that's dressy enough for events but can also be worn anytime "just because."
11. An ultra-chic leopard-print dress you'd expect to find at a fancy boutique, but shockingly costs less than $50 (!). Many people consider leopard to be a neutral, but it's anything but drab and deserves a place in your closet. 🐆
12. Or, a comfy leopard-print maxi with — wait for it — POCKETS!
13. A cozy, mock turtleneck sweater that's giving us BSE (Big Slouch Energy). Everyone needs to have at least three of these babies on rotation during the colder months.
14. A vintage-inspired V-neck with billowy sleeves and pleated shoulders for any hopeless romantic who feels nostalgic for a bygone era they never actually experienced.
15. A sleek slip dress that can literally do it all — I mean, what else can you wear to a formal wedding one day and pair with a baseball cap and sneakers the next? The possibilities are endless, I tell you!
16. A button-down ribbed cardigan for an updated take on the classic grandpa sweater. It seriously looks way more luxe than its reasonable price tag would have you believe, and for the complete head to toe cozy look, there are also the cutest matching knit shorts and a sweater tank!
17. A faux leather jacket to throw over *literally* any outfit (and it comes in a shocking amount of colors). Go ahead and unleash your inner "Bad Sandy" from Grease.
18. A classic plaid wool skirt that's like the more refined, older sibling of the version you may or may not have worn in middle school. It perfectly straddles the line between old and new, with a 1950s silhouette and more modern, asymmetrical pleats.
19. A pretty mock neck top with polka-dotted mesh sleeves you can pair with everything from skirts to jeans. Comfortable enough for a casual coffee run, but it's also a great going out top, too.
20. A knitted wrap dress that's got the same comfy slouch factor as your favorite sweater, only better, since you don't have to wear pants with it.
21. A V-neck maxi with a subtly ruffled skirt you can dress up or down, but either way will want to LIVE in bc it's so comfy. Also, love that cheeky little slit!
22. And, an ethereally flowy maxi that's just begging to be twirled in.
23. A cropped mock neck tank you'll want to wear every day in the summer and layer under your favorite blazer, leather jacket, or oversized cardigan in the fall.
24. A sporty crewneck sweatshirt that everyone should own, even if the only sport they plan on participating in is playing Wordle on their couch (that counts, right?).
25. *And* a lovely Rebecca Minkoff puff-sleeve sweatshirt as a just as comfy but slightly more special occasion-friendly alternative.
26. A versatile blazer that'll instantly class up your wardrobe, even if you pair it with your most ripped up jeans and a basic T-shirt. And it comes in *SO* many colors!
27. A pair of, yes, Spanx faux-leather leggings, because is there a more versatile pant out there? I'll wait...
28. A waffle-knit Henley that's warm enough for layering but lightweight enough to wear pretty much year-round. An all-season staple, if you will.
29. Some prerequisite black jeans so you'll never utter "I have nothing to wear" ever again. These, you have these to wear! And since they'll make you look impossibly cool with zero effort, you'll likely throw them on most days out of the year.
30. A breezy linen jumpsuit that's perfect for warmer days when you need to give your skin room to breathe.
31. And, a super versatile deep-V jumper for anyone who wants to look fancy and feel ridiculously comfortable at the same time.
32. And, a long-sleeve sheath dress complete with a tie-waist belt you can wear to any event where you need to look "professional," even though it's almost as comfy as wearing PJs.
Reviews in this post have been edited for length and clarity.
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