8 New Yorkers Share Their Most-Worn Fashion Items of 2025

I pay special attention to the pieces I spot my chic friends wearing again and again in NYC—polished basics they layer under everything, a leather jacket they’ve had forever, the cool accessories that make everyday outfits feel unique to them. I’m not looking for aspirational pieces to wear on special occasions, I want to know about the sweater they’ve been wearing three out of the last five times we’ve hung out. 

When it comes to shopping recommendations, these eight delightful New Yorkers are the opinions I trust. I bugged each of them to drop links in our group chat to the MVP fashion items they’ve been wearing to death in 2025, and the answers were refreshingly practical. Think comfortable flats that allow for Sorkin-style walk-and-talks down NYC streets, sunglasses that elevate the simplest outfit, and wardrobe staples from in-the-know brands they’re excited to have discovered. Welcome to our DMs—here are links to their most-worn items of 2025.

16 Everyday Fashion Items My Stylish Friends Repeat-Wear

• Weekday to Weekend: Argent Straight-Leg Trouser, $275
• A Compliment Magnet: Matisse Vancouver Bucket Bag, $79
• Rag and Bone Carter Loafers, $328
• So, So Soft: Nia Thomas Aspen Beanie, $90 (Originally $140)
• Flore Flore Steffi T-Shirt, $120
• Tod’s Gommino Leather Loafers, $695
• A Perfect Basic: KYE Intimates Recline Bateau Long Sleeve, $105
• Cartier Tank Must de Cartier Watch, $4,000
• Birkenstock Boston Soft Footbed Clog, $170
• The Coolest Eyewear: Khaite x Oliver Peoples 1961C Sunglasses, $590
• Sézane Marianne Scarf, $105
• Under-$200 Cashmere: Tuckernuck Woodbine Green Riley Cashmere Cardigan, $188
• Vintage-Inspired: Almina Concept Oversized Faux Leather Jacket, $298
• Donni the Cotton Cashmere Crewneck Sweater, $448
• Charlotte Simone Penny Vegan Suede Coat, $535
• Trending Now: Free People Essential Triangle Scarf, $48

Argent Straight Leg Trouser

“First, I should acknowledge that I work here, and while that may suggest some bias, this trouser has genuinely become one of my most worn pieces. I own it in both midnight (navy) and black, and it’s the pair I reach for just as often on weekends as I do for work. It’s a perfect alternative to your go-to denim and an easy way to elevate almost any outfit. Of course this trouser can be paired back to a blazer, but I wear a million ways. Like with an oversized tee and flip flops in the summer, or a knit tucked in with a fun belt in the winter—like this one from B-Low the Belt that I have been wearing non-stop.”

Matisse Vancouver Bucket Bag

“This has become one of my most-complimented bags, and for good reason! It’s the perfect size for running errands around the city or heading out for a night with friends. While the design may be perceived as simple, the rich colors and textures make it an easy statement piece that elevates most outfits. The quality is also excellent, especially at this price point. I wear a lot of neutrals (i.e. black, lol) so this really pairs back to most of my looks!”

Rag & Bone Carter Loafers

“When I’m buying anything, I’m thinking about how often I’m actually going to wear the piece. I’ve worn these loafers more times than I can count. They look good with everything and I don’t have to think too hard about pulling a look together when I’m wearing them. They have a bit of nostalgia for me, too, they remind me of the penny loafers I wore in Catholic school.”

Nia Thomas Aspen Beanie

“I haven’t taken this beanie off since I’ve gotten it. It’s made from the softest merino wool and it feels so good against my skin. Plus, it’s the perfect disguise for a bad hair day.”

Flore Flore Steffi T-Shirt

“I was introduced to Flore Flore a few years ago and have been slowly swapping out all my other basics for their tees, tanks, and long sleeves. It’s pricey for basic cotton tops, but I promise it’s worth it. They’re the perfect weight, and the cut of each of the styles is insanely flattering. My most worn is the Steffi top—the boatneck and three-quarter sleeves make it more interesting than your standard shirt, but it goes with everything. I love wearing mine with a short, colorful beaded necklace (I have a chunky turquoise one from Etsy which hits at the perfect spot) and bias cut pants for an easy dinner outfit.”

Tod’s Gommino Leather Loafers

“These perfect shoes come in every color you could dream of—I have them in Yves Klein blue suede, orange leather, and a shiny, patent oxblood. I usually wear them with a white tee and loose jeans, but they also look great in a work context when you want to look polished without surrendering all of your personal style. I truly don’t know why they aren’t more expensive secondhand, but I’ve been slowly building up a vintage collection and have never paid more than $75 for a pair.” 

KYE Intimates Recline Bateau Long-Sleeve Shirt

“I would say that KYE makes my favorite basics—but they’re really far from basic. These are the pieces I reach for every day, layering together or under heavy knits. I personally love to style this black top with a silver cuff or long pendant necklace, and a suede trench coat.”

Cartier Tank Must de Cartier Watch

“I’m not punctual by nature but this watch inspires me to try! A perfect balance of form and function, I love the all black and silver paired with a crisp white button down sleeve.”

Birkenstock Boston Soft Footbed Clog

“My Birkenstock Boston Clogs are my go-to comfy footwear year round. They’re the pair that stays right by my front door to throw on when I’m out running errands, doing chores, or going out for a casual weekend hang. They’re so comfy, and the suede is durable so they don’t get dirty or distressed. They’re also lightweight enough that I toss them into my bag for both weekend trips upstate and for travels abroad. They’re seriously the best.”

Khaite x Oliver Peoples 1961C Sunglasses

“Don’t sleep on a fancy pair of sunglasses. Yes, they’re a bit more expensive to invest in, but if you can manage not to lose them, they’ll work their magic for years to come. I recently bought an oversized pair from Khaite, and what I love is that even if I’m in something as simple as vintage levi’s and a slouchy tee, they make my outfit feel a bit more pulled-together and luxurious. It worked for Audrey Hepburn, Grace Kelly, and Trinity from The Matrix, so it’s no surprise that it works for me, too.”

Sézane Marianne Scarf

“Truthfully, I thought I wasn’t a beige gal until I found this scarf! It’s a super cozy piece without being too bulky and freshens my dark winter layers.”

Tuckernuck Woodbine Green Riley Cashmere Cardigan

“I recently got put onto Tuckernuck’s knitwear and have been living in this cashmere cardigan. I wear it layered in winter, or wrapped around my shoulders or waist as the weather warms.”

Almina Concept Oversized Faux Leather Jacket

“I have a vintage leather jacket that’s been a favorite of mine for a few years. I get complimented on it constantly because the oversized fit has a way of making everything look cool. This faux leather style by Almina Concept is the next best thing—truly, you could be wearing pajamas, throw this on, and you look like the coolest person in the world.”

Donni the Cotton Cashmere Crewneck Sweater

“NYC winters call for a large supply of oversized sweaters, and this cotton-cashmere piece from Donni is in heavy rotation in my closet. There’s just something about cotton sweaters that feels so right—they’re always soft and somehow keep you warm while also preventing overheating. It drapes perfectly and the thick ribbing on the crewneck, sleeves, and hem of this one also adds some interest.”

Free People Essential Triangle Scarf

“I am not a hat person. I don’t enjoy wearing hats or think I look good in them. I do enjoy either tying my triangle scarf under the chin babushka style or wearing my balabonnet. It’s fun and also dynamic—you can wear it on your head, your neck, around your waist. The opportunities are endless throughout the day.”

Charlotte Simone Penny Vegan Suede Coat

“Coats are my biggest investment items. I love them! I challenged myself to dress more fun this past year and wear the things I’ve typically strayed away from or avoided. This holiday season I have been rotating between two Charlotte Simone shearling coats that are not for the faint of heart. This screams main character energy. Without a doubt, you will be the center of attention and radiate confidence at any event in a jacket like this.”