Two Stylish Winter Looks From Esprit To Wear On Repeat

The best kinds of holiday looks celebrate your unique personal style, while still kicking things up a notch. After all, there are festive events to attend, shopping trips to finish, and high school besties or favorite cousins to catch up with while everyone’s in town. Winter style also can mean refreshing daily looks with pieces that feel cool and modern, but still uncomplicated enough to roll with the chaos of each jam-packed day.

For inspiration and guidance, turn to TikToker and content creator Anastasia Gerrans, who’s an expert at both curating a capsule wardrobe with Esprit and adding polish through styling. “I treat fashion as a tool to build my confidence and explore self-expression,” says Gerrans, describing her signature winter style as “classic and feminine with an effortless flair.” To channel that vibe, Gerrans chose crisp, playful Esprit pieces to wear on repeat all season.

The iconic brand has maintained its original sense of ’60s California cool — but with a playfully modern refresh each season. It’s the perfect place to gather both your multi-season wardrobe staples (like your dream denim), and pieces that will spark your creativity and help inject some dopamine into daily dressing.

Ahead, check out the stunning results of Gerrans’s winter wardrobe refresh.

Laid-Back Luxe For Latté Hangs

For daily outings, Gerrans pairs Esprit’s Wool-Cashmere Logo Sweater — a chic callback to the brand’s iconic logo crewneck — with high-rise Retro Straight jeans. The jeans were love-at-first-wear for Gerrans: “The wash is a perfect light-to-medium, and the silhouette is so, so flattering,” she says. She gives the casual look a little extra shine with a pair of red ballet flats and a simple bag. “In this look, I would be headed to my favorite French bakery and cafe in TriBeCa to grab an oat milk latté with a croissant and scroll endlessly online to find some outfit inspo,” she says. Très chic!

Elevated Ease For Dinner Downtown

“When the weather starts getting colder, I love to experiment with outerwear to both elevate my outfits and add that much-needed warmth,” Gerrans says of this look. She started with the dark palette, pairing Esprit’s black and white Striped Turtleneck Sweater with High-Rise Straight Jeans in a deep indigo. But the finishing touch was the bold jacket, Esprit’s Detachable Sleeve Hooded Parka: “The red parka as the pop of red in this look sets the outfit apart,” she says, noting that the darker palette makes the whole package feel cozy and timeless. This outfit is ideal for a low-key dinner hang or cocktail hour, especially when paired with a chunky heeled boot.

If you’re not totally comfy putting new pieces into your rotation yet, Gerrans has a few tips. “Start by experimenting in front of the mirror!” she advises. Hone your looks in the comfort of your own home, where you can mix and match without being worried about taking the end result to the sidewalk runway. “Throw on two items you would never normally wear together, and see how you can accessorize the look to make the combination work,” she says. But no matter which Esprit look you choose, you’ll shine bright for every winter outing on the calendar.