Cool Girl Winter Street Style: Trendy Must-Haves To Hit The City
If you’ve been wanting to level up your winter wardrobe this year, we’ve got you covered. Glimpse into the closet of any cool girl and you’re sure to find these trendy items that are perfect to wear for a trip into the city with friends or on a coffee run. Incorporate one (or all) of these effortless pieces into your next outfit to fully emulate the cool-girl energy!
1. Fur coats
Fur coats are here to stay this season! Stylish, warm, and easy to layer, they’re a versatile essential to own during the colder months. They have also been highly popularized with the boom of the mob wife aesthetic. Actress Anya-Taylor Joy stepped out recently in NYC wearing a fashionable McQueen fur coat. Get her look for less wearing this similar faux jacket from Zara! Fur coats match excellently with tights and pumps for an evening party, but also provide the most casual of outfits with a chic touch.
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2. Skinny jeans
Time to break out your skinny jeans! The resurgence of skinny jeans is still going strong, as evidenced by TikTok influencer Alix Earle’s Frame denim designs selling out fast. If you missed the original drop, however, they’re now available for preorder. Rock this edgy dark blue pair from Alix’s collection with confidence! But have no fear- if you’re not quite ready to commit to skinny jeans, take notes from fashion icon Bella Hadid and try out a bootcut silhouette instead with a slim tapered leg like this pair from Levi’s. We’re obsessed with the way she has styled them!
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3. big glasses
No such thing as looking like a “nerd” when you sport a pair of big glasses! Oversized frames are so in style in 2025, no matter the shape. From vintage readers to retro aviators and round ovals, these types of opticals have been spotted on the runway and worn by stars like Ariana Grande. Big glasses are a must-have accessory that give your outfit a major studious, cool-girl vibe. Many of these pairs also come with clear or blue light lenses available, so there’s no prescription needed to try out this trend!
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4. trendy footwear
Sandal mule heels have been having their moment and it’s no surprise why, since they look adorable with baggy jeans and a sweater. Combine two 2025 trends into one when you wear mule heels with a pointy toe! Another classic street shoe that’s all the rage are 90s era Penny loafers, like this sleek pair from Banana Republic which are similar to model Lily Rose Depp’s. Clogs, both heeled and flat, are a boho staple, easy to slip on and off when you’re in a rush. Finally, if you’re in need of a practical walking shoe, these chunky gel sneakers from Nike will be your best friend. They’ll not only give you some added height, but also amp up your style. One ultimately effortless outfit idea is to wear them with a denim slit maxi skirt, ankle bracelet, and crew socks. With these shoes, you’ll have everyone wondering, who’s that cool girl?
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