New Yorkers Know That Wearing This Flat-Shoe Trend With Midi Skirts Makes Them Look Cooler
If anyone can make me want to wear a midi skirt with a cropped puffer jacket in the winter, it's Emily Ratajkowski. Typically, my skirts are very much on hiatus during winter, but just the other day in NYC, Ratajkowski showed that you can still wear them if you style them strategically.
When you live in New York City and care about fashion, you probably get pretty creative during the winter, styling trends with functional pieces that'll keep you warm. That's just what Ratajkowski did on a recent winter day when she was photographed walking through the city. Instead of jeans or trousers, she wore a midi sweater skirt for the occasion. While a midi skirt may not be seen as the trendiest item or something one would typically wear during winter, she made it look current and seasonally appropriate by pairing it with one of the biggest boot trends of the season—flat sock boots. It's a shoe style I've noticed is popular among women in NYC especially, as it's great for walking around the city and makes whatever it's paired with look cool, midi skirts included.
Keep scrolling to see how Ratajkowski styled her midi skirt and flat sock boots and shop similar shoes for yourself.
On Emily Ratajkowski: Prada Medium Leather Tote Bag ($2850)
Shop Flat Sock Boots

Allyson is a senior editor forBest Knockoff Luxury Clothing . She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories forBest Knockoff Luxury Clothing . Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
It's Official: These Are *the* It-Girl Uggs of Winter 2025Selena Gomez just solidified it.
-
I'm a Shopping Editor—These Are the Cool Shoes I Care About From theReplica Store Black Friday SaleTake up to 60% off 2025 shoe trends inside.
-
Kate Middleton Never Wears *This* Boot Trend Anymore—Here's What She's Replaced It WithAre you still wearing these shoes?
-
I Want to Look Classic and Expensive in 2025, so I'm Wearing My Jeans and Boots Like This, This, and ThisTake out a notepad and a pencil.
-
I'm a Senior Shopping Editor—These Undeniably Chic Abercrombie Finds Have My Full AttentionNo, seriously.
-
Forget Trendy Shoes—This Is the "Boring" Style Everyone Is Wearing With Straight-Leg JeansYou're next.
-
Fashion Girls Ditched All Other Ankle-Boot Trends for This One Specific Rich-Looking StyleAnd here's how to wear it.
-
Heads Up: Gigi Hadid Is Trying to Make This "Dated" Winter Boot Trend a Thing AgainYou're going to be upset that you got rid of your old pair.

