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Unless otherwise specified, all sizes in this post are listed in women's.
1. A cropped puffer jacket because it's not officially winter until you toss one of these on. The puffer is the undeniably best part of the winter season and you should definitely take advantage of the time you have to sport this baby.
2. A cropped hoodie that'll keep you warm while still allowing for airflow, because you know, it's freezing outside and boiling hot in your office. A cropped hoodie is truly the best of both worlds.
3. A blazer with scrunch sleeves so you can strut into the office in style. This classic look is bound to follow you through every season.
4. A plaid shacket because nothing says bundle up vibes quite like a shacket. The shacket is beloved for a reason. Trust me, once you put one of these babies on, you'll never want to take it off.
5. A crewneck sweatshirt that'll give your S.O. a not-so-subtle hint at where you would like to take your holiday vacation. Clothes always speak louder than text messages.
6. A pair of stretch jeggings, so you can look like you're wearing jeans without having to deal with the discomfort of actually wearing jeans. Need I say more?
7. A pair of high-rise leggings because actual pants are canceled! this! season! Embrace the basics in these Lululemon dupes!
8. A long-sleeve turtleneck top to help you nail your Steve Jobs look in style. Sleek, soft, and perfect for the cold season.
9. A faux-weathered jean jacket that'll make your winter fashion dreams come true. Prepare to be bombarded with nonstop compliments!
10. A wrinkle-resistant hoodie because it's a classic closet staple. Perfect for throwing on over a long sleeve and under a puffer because it's actually negative degrees outside and you're just trying to go to Trader Joe's without getting hypothermia!!
11. A single-breasted overcoat for a fresh-off-the-runway look at an affordable price point. Posh Spice, is that you?
12. A fleece-lined pom-pom beanie that'll mask your bad hair day in style. Give the dry shampoo a rest and hide your hair in a knit beanie that'll keep your noggin warm.
13. A caftan-like T-shirt maxi dress because T-shirt dresses are essentially socially acceptable pajamas that can be worn in public and layered with literally anything.
14. A plaid button-down to fulfill all your lumberjack dreams. Imagine yourself making pancakes on a snowy midwest morning in this — perfection.
15. A petal-sleeve top made from breathable fabric that'll add a bit of variety to your already-extensive T-shirt collection. Sport this baby under a variety of overcoats so you don't overheat at the coffee shop that has the heat at approximately 100 degrees.
16. A hooded anorak jacket because you can't beat a warm jacket with a lightweight feel. Keep it by the door to grab on your way out whenever you feel a little chill.
17. An oversized longline cardigan so you can wrap yourself up in a blanket (but, you know, in a socially acceptable way). Jeans, leggings, dresses — this cardigan goes with it all. Also, peep the pockets!
18. A red scarf Taylor Swift herself would want you to sport all winter long. I just really feel that she would want us to do that... so we will.
19. Or an oversized blanket scarf because who doesn't want to walk around wearing the plush comfort of a blanket all day? Keep your cozy going all season long.
20. A French Connection teddy coat so you can feel stylish and warm on your way to the office holiday party. It's so cozy, you're going to want to wear it even when you're just sitting on the couch.
21. A pair of joggers for laying in your blanket fort next to a roaring fire. Fun fact: You don't have to leave your house to wear cute clothes but if you want to, you can absolutely wear these out in public.
22. A pleated tunic top that'll look great with your leggings and tall boots. You know what would also look great with this shirt? A peppermint mocha with whip. (Consider this your cosmic sign to go on a Starbucks run immediately.)
23. A faux leather moto jacket so you can channel your inner punk rocker. Everyone needs this staple in their rotation for that extra edgy vibe.
24. A crewneck pullover to help you welcome cold weather in your official winter uniform. You should maybe get one in every color and never worry about what to wear again. Just a suggestion.
25. An oversized faux sherpa plaid coat that'll quickly become your new go-to coat anytime the weather drops below 70 degrees. Cozy doesn't even begin to cover it.
26. A quilted bomber jacket for keeping you warm and looking hot. This jacket is quite literally the ~bomb~.
27. A pair of wool knit mittens so you can avoid frostbite on your fingertips. Another bonus? It also successfully hides chipped nail polish! (Just me??)
The reviews for this post have been edited for length and clarity.