People tell me winter is just around the corner, but I have yet to see evidence of this myself. Here in West Hollywood, in fact, we're walking around in jeans, T-shirts—maybe a light denim jacket when those Santa Ana winds really start blowing. Meanwhile, my East Coast colleagues have already pulled out the big guns, i.e., puffer jackets, peacoats, and other items I don’t own. So, you can imagine I was a bit surprised to take note of one particular winter-ready outfit formula on Instagram that feels useful for us all. I’m talking, of course, about pairing a good midi skirt with a good pair of boots. (New Yorkers, y’all might want to add tights.) Keep reading to see five pairings I’ll 100% be wearing this season.
Style Notes: Don't be afraid to double down on It prints. Exhibit A? María Bernad's mock-croc look in an earthy color scheme.
Mock croc is clearly having a moment.
Another season, another It skirt.
A luxe take on cat-eye sunglasses.
Style Notes: Worried about chilly temperatures? Pair a midi skirt with knee-high boots to bridge the gap.
So many colors, so little time.
A simple silhouette to ground the look with.
Cozy and bright.
Style Notes: Pair a bolder skirt with a more subdued pair of Chelsea boots. (Bonus points for a sleek patent finish.)
We've never seen a leopard-print skirt we didn't need immediately.
We love a little shine in our block-heel boots.
Add some cheer to your winter wardrobe.
Style Notes: We love the juxtaposition of futuristic low-rise boots with a simpler retro-vibe wrap skirt.
Simple, yes, but unexpected.
A delicate pair of moto boots.
You'll actually wear this everywhere.
Style Notes: Last but not least, we love the way Josephine Bredsted toughened up a sweet floral skirt with menswear-inspired hiking boots.
Extra flair incoming.
These go with everything (promise).
Balloon sleeves for the win.
Next up, see four more outfit ideas I got on Instagram.
-
7 Gorgeous Sandal Trends Fashion People Will Be Wearing in 2025You won't stop staring at your feet.
-
True Story: Everyone's Swapping Their Sambas With This Controversial AltIYKYK.
-
How to Wear Fashion's Favorite Print (No, It's Not Leopard)Plaid 101.
-
5 Elegant Color Combos Every Cool European Will Be Wearing This SummerNumber four is our favorite.
-
Forget Outfit Anxiety—This Hack Is Making Styling Stress Entirely ObsoleteNo more panicking about what to wear.
-
The Anti-Trend Shoe Style All of Your Favorite Celebrities Have in Their ClosetsClearly, it's a chic classic.
-
How Backyardcore Quietly Took Over Summer StyleWholesale Replica Bag dressing trend we're obsessed with.
-
I Called the Cuffed-Jeans Trend—7 Shoes Fashion People Are Wearing With the Chic Denim StyleStyle the jeans like a fashion person.
