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1. A Peter Pan–collar skater dress so you can rock your natural Wednesday Addams vibe FAR past Halloween.
2. A flannel dress, because a flannel shirt just doesn't give you enough of The Best Fabric Ever.
3. A bamboo blend side-tie dress soft enough to elicit a sigh of comfort whenever you put it on. Good luck *not* hugging yourself in this long-sleeved beaut just as an excuse to rub the fabric.
4. A fiercely studded bodycon dress to arm yourself against the coming cold. Me: "Don't say it, don't say it, don't say it..." Also Me: "Winter is coming."
5. A plaid tunic dress that's comfortable as can be — an important factor when deciding what to wear to a holiday cookie bake-off.
6. A ribbed turtleneck dress, because it's finally been proven once and for all that turtlenecks are appropriate for ~going out~. Rejoice!
7. A mini dress whose bows make you look like a lil' gift. Pair with black tights to become a LITERAL stocking stuffer.
8. A long-sleeved maxi that will finally give you an excuse to get that "Thanks, it has pockets!" tattoo you've been wanting for so long.
9. A sparkly sweater dress, because you shouldn't have to choose between comfort and glam ever, but especially during holiday party season.
10. A floral wrap dress so you can let a little pop of color peek out from under your black coat every now and then.
11. A long-sleeved dress available in floral prints to bring a healthy dose of spring optimism to the six-month nightmare that is winter. Sorry, negativity isn't going to get us anywhere. Winter's great!
12. A long-sleeved swing dress with deep pockets to store your wealth of candy canes and gumdrops.
13. A vintage-inspired midi dress Mrs. Maisel would love, seeing as it's certainly marvelous!
14. A super stretchy cashmere blend dress, because you don't have to be Tom Haverford to strive to be a cashmere-velvet candy cane.
15. A plus-size velvet cocktail dress with a plunging neckline and faux wrap to let *just* enough leg out to play without threatening to untie. Fa-la-la-la-la la-Va-Va-VOOM!
16. A slitted maxi so you only have to shave ONE leg during your long winter hibernation.
17. A caped mini dress to accurately convey that you're the guardian of yuletide cheer.
18. A star-studded maxi dress so you have the perfect outfit for the winter solstice party you've been looking forward to all year.
19. A plaid babydoll dress that'll certainly upstage any dress worn by an actual doll Santa leaves under the tree.
20. A plus-size body-con belted sweater dress for all the joy of wearing a comfy sweater without the annoying reality of having to also wear pants.
21. A floral maxi so that you FINALLY have something to wear to a winter wedding that you wouldn't also wear to a funeral.
22. A textured midi dress for channeling the simple, elegant beauty of falling snow.
23. A pleated fit and flare dress Mrs. Claus totally rocked back in her single days when she was just a teacher named Jessica trying to figure out this crazy thing called life.
24. A ribbed turtleneck sweater dress with a waist tie Shiv Roy from Succession would 100% wear on a private jet — a compliment if I've ever heard one.
25. A velvet midi dress perfect for going caroling! You're totally going to rock the solo in "Good King Wenceslas" this year.
26. A plus-size mock-neck skater dress with cute mesh detail and shoulder cutouts. Pop on a jacket to avoid a literal ~cold shoulder~ outside, but in the warm indoors, let those shoulders breathe!
27. A ruffle-necked sweater dress for serving chic RBG realness all season long.
28. A cowl-neck drawstring dress for staying cozy as can be as you enjoy a night in by the fire.
29. An embroidered velvet shift dress with dramatic sleeves sure to make this winter ~groovy~ indeed.
30. A cheery pleated dress that comes in a stunning 36 patterns so you can wear your new favorite dress every day for a month and ~no one will know~.
31. A crop overlay sweater dress with all the adorableness of a two-piece set with none of the adjusting. A gift that keeps on giving!
32. A corduroy overall mini dress that should come with plastic pointed ears and a tiny hammer, because you're gonna look like the cutest elf in the biz.
Hooray! You don't have to rock a Christmas Story lewk to stay warm this year!
Want more? Check out our favorite online clothing stores for all your shopping needs, perfect places to shop for clothes if you’re in your 30s, plus the best places to order custom t-shirts online and the best clothing stores for petite sizes. Still not satisfied? Check out all of our clothing content for even more.
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