Monthly outfit planner | December

Happy December, friends! This time of year is honestly one of my favorites in terms of style. I love to dress the season, piece together outfits for events, parties, and get togethers. And if you’ve been around a while you know I love seeing a curated wardrobe come to life. Combining my love for the season and outfit building, I am excited to share a month’s worth of looks for December!

While I’ve created several seasonal capsules in past, I haven’t presented a Winter capsule here on TSS. I’ve found that what I wear during the Winter is very similar to Fall, just with added layers. And while we’ve learned a minimal closet works well, sticking to a set wardrobe, especially during the holidays, isn’t likely. So instead of presenting you a structured seasonal Winter capsule, my hope is to continue this monthly outfit planner for the next few months. This way you’ll still have tons of style ideas, whilst adhering to the events, changes, and celebrations that come with the season.

This month I’m sharing a mix of casual Winter looks, party looks, date night looks, and a few spruced up Holiday ideas for when you’ve company visiting. You’ll notice I used several pieces from my Fall capsule, like my favorite Anine Bing fishbone blazer, and Agolde jeans. I also added in a few new pieces I’ve added to closet this month and that I’ve featured in styling videos like my new ultra mini Uggs, lug boots, and sweater coatigan.

You can view the entire calendar of December outfits at a glance, but if you keep scrolling each individual look is available for you to pin, save, click and shop the products directly. I’ve also listed the products below, tho if they’re no longer available, you can find alternatives when clicking on each image. I hope you enjoy this inspiration and Winter series just as much as I’ve loved creating it!

December products

outerwear: camel coat | grey wrap coat | check overcoat | puffer wrap coat | plaid shacket | fishbone blazer | black blazer | quilted vest | puffer vest

sweaters: grey rollneck | blue turtleneck | camel zip pullover | stripe pullover | black wrap knit | brown coatigan | beige coatigan

tops: black turtleneck tee | stripe turtleneck tee | grey waffle tee | white button up | black long sleeve bodysuit | black cami bodysuit | brown fleece hoodie

bottoms: crop straight jean | black straight jean | grey wash skinny jean | bootcut jean | wide leg full length jean | black pull on pant | black leggings | velour jumpsuit

skirts + dresses: lattice skirt | grey sweater dress | blue sweater dress | sequin wrap dress

shoes: ultra mini Uggs | black boot | calf hair mule | trainer sneaker | black lug boot | taupe ankle boot | taupe lug boot | black strap sandal | star sneaker | lace up lug boot | knee high black boot | black sling back | taupe western boot | black pump | blue sneaker | tan croc boot | brown snake boot | nude strap sandal

accessories: crystal bangle | black belt | pom beanie | scarf | brown braided belt | gold tassel earrings

handbags: black camera bag | chevron crossbody | taupe flap shoulder bag | black zip top crossbody | taupe mini crossbody | black belt bag | silver glitter clutch | black tote | black flap shoulder bag | silver woven clutch | wine shoulder crossbody bag

December outfits


  1. Melissa Graves
    December 27, 2022 / 12:14 am

    Do you think you’ll do something like this for each month? I’d love it!

    • December 27, 2022 / 4:37 pm

      Yes! I am currently working on January’s planner! So happy you enjoy it!

Disclosure: Some of the links above are affiliate links. This means that, at zero cost to you, I will earn an affiliate commission if you click through the link and finalize a purchase.

Looking for Something?