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Unless otherwise specified, all sizes in this post are listed in women's.
1. A pair of bootcut leggings with a wrap waistband that'll make you the trendiest person at your weekly yoga class. I have these, and I love wearing them while I stretch during the day, but also while I do my quiet morning routine before a hectic workday.
2. A classic Reebok tennis shoe for those days where you just want to throw on your favorite cozy crewneck sweater and slouchy pair of jeans while still looking très chic.
3. An oversize sweater vest to pair with a turtleneck or button-up for a classic Anglophile look — or switch it up for an edgy look and layer this over your favorite oversize black band tee.
4. An oversize teddy bear coat that's the key to dressing up any outfit, even a standard T-shirt and legging get-up you'd wear to your 8 a.m. lecture. (Bonus: Having class that early in the morning is grim, but at least this fuzzy, blanket-like coat can offer some cozy reprieve.)
Some reviewers recommend sizing up for a slouchy fit and more room to layer.
Promising review: "OBSESSED!!! Exactly like a coat from Urban Outfitters except at a fraction of the cost. It's super comfy and warm! Love, love, love it! It feels expensive and is super cute." —Amazon Customer
Get it from Amazon for $40.99+ (available in sizes S–3XL and in 32 styles).
5. A three-pack of chic biker shorts so that you can wear something that won't make you feel too warm while powering through your workday. These are also great for walking the dog in the morning once the weather warms up!
6. An open-front cardigan is perfect for adding a quick-n-easy cozy accent to your downtown-chic style. All you need are a soft T-shirt, leggings, and a baseball cap to complete your 'fit.
7. A clog with a woodgrain printed sole, since, yes, wooden clogs are *so* comfortable once they're broken in, but can be a bit hard to get used to if you typically reach for shoes with cushioned soles. These have cushion soles that form to your feet while looking like you bought them as a souvenir from your recent trip to Amsterdam.
8. A pair of faux-leather leggings so that you can feel like you're in loungewear on your off-days while still looking like you have a personal stylist on speed dial.
9. Or a pair of faux-leather leggings with pockets on the sides. Opt for this pair that'll look chic but feel like your favorite pair of yoga pants.
10. A cropped sweatshirt that feels as comfy as your favorite high school sweatshirt and still works with all your fave loungewear pieces.
11. A jersey pajama set you'll need to look cute and stay cozy during wine and cheese nights with your best friends.
12. A tank top that's a no-thoughts-required type of shirt — by that, I mean you can simply throw this on with a pair of jean shorts and have an outfit that looks like it's worth a million bucks. Plus, reviewers ~love~ that you don't need a bra to sport this baby.
13. A henley top, because this base layer is what will keep you warm during those late nights spent around the fireplace. Consider getting a few — after all, henley tops also work great as loungewear around the house.
14. A structured Teva sandal so your feet can stay cozy and well-ventilated during your hikes. (Whether you're trekking through a trail or through the busy streets of downtown, they'll look fab in either situation.)
15. A pair of palazzo pants if you're in a part of the country that doesn't get too cold, but long pants are still a necessity. These allow the breeze to flow, while still making you look put-together if you're heading to the office.
16. A pair of buttery soft leggings because the bottom half of your Zoom outfits deserve an upgrade too! If you don't find yourself in front of a webcam much these days, this pair is also great to wear during your daily runs. (Reviewers say they're super moisture wicking!)
17. A platform sandal with a swoopy heel to let you dance the night away without feeling like you have to slip into flip-flops after five minutes on the dance floor.
18. A rib knit dress is the secret to looking like a million bucks in the five minutes you have to get ready in the morning. Sweater dresses like this one help you look put-together for work while *feeling* as cozy as an oversized T-shirt.
19. A pair of classic straight-cut Levi's jeans, because whether you wear them to do yard work, or if the hardest work you get up to is housing some chips on the couch, straight leg jeans have a place in everyone's closet.
20. A lightweight oversize blazer is the perfect layering piece during all your wine-tasting excursions.
21. A pair of relaxed-fit overalls that are serving major Sisterhood of the Traveling Pants vibes, since they look *so* good on virtually everyone.
22. A wrap top is in line with your newfound style, the ~ballet core~ aesthetic while keeping you warm under the blaring AC at work!
23. A crisscross T-shirt that is upping the ante on your favorite white tee. Leggings are a must when wearing this on a lazy day — but you can also pair this with jeans during your next movie night with your closest buds.
24. A scoop collar T-shirt, which luckily comes in all your favorite colors. Dress it up with a skirt or down with some flowing linen pants — the styling opportunities are endless!
25. A pair of Minnetonka moccasins, which encompass your feet in a plush coziness so soft, you'll wonder why you ever wear any of the other shoes in your closet.
Amazon, www.amazon.com
Promising reviews: "Cozy, comfy, and very well-made slippers. They’re mostly for around the house, but the nonslip sole lets me step outside if I need to. Perfect color." —Reader from Fairfax
"There’s nothing to dislike about these slippers. They’re comfortable, cute and can be worn inside and outside. The lining is soft. I’ve tried two other brands of slippers and returned them. These are keepers!" —Folly girl
Get it from Amazon for $38.48+ (available in sizes 5–11, including wide fits, and 23 colors).
26. And a sleeveless dress, because, although it's still cold outside, I promise, the warm weather is just on the horizon! This is perfect for those days when you don't want to even THINK about wearing constricting pieces, but still want to look cute as heck.
The reviews for this post have been edited for length and clarity.