Earlier this week I went to bed after enjoying a crisp late-fall day and by the time I woke up over a foot of snow had fallen, painting the landscape in a total whiteout and leaving zero doubt in my mind: winter is officially here. While I didn’t expect it happen that fast, I’m excited to usher in a fresh round of new season staples to my closet and the winter-ready items from our namesake clothing line are hitting the spot.

My fellow editors and I are back at it again with our try-on series just in time for the start of winter and the holidays. If you’re familiar with these posts, then just keep scrolling to get your download of the latest affordable shopping picks and how to style them. But if you happen to be new here, then let me fill you in. 

As a refresher, we drop new pieces for our Who What Wear line each month, and today’s roundup highlights the chic loungewear looks, ribbed knits, and easy sweaters from the December collection. Even though nothing rings up for more than $40 in this edit, the cool looks our editors put together are making these affordable buys look far pricier. Ahead, see how we each wear our picks, and then shop our favorites if you’re so inspired.

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