What our friends are wearing this winter
Part 2 asking what our friends are wearing right now. They delivered.
Hang with me in NYC this week
My friends, I’m in NYC this week for a couple of work things and wanted to do some kind of gathering while I’m around.
This all came together at the last minute, but given the content pieces I’m working on with the great Stone Island team, we decided to band together and co-host our own event in the build-up to NYFW.
We’ll have cold drinks flowing, great people from the Sprezza community worth spending time with, and some excellent music bumping all evening.
RSVP required to attend.
Feel free to bring a friend, colleague, lover, or whoever.
Sign up here
P.S. - thank you to the homie Ben Biondo for the outrageously good design work.
What the homies are wearing right now
Jaanai Jones — San Francisco, CA
Men’s Denim Designer at Levi’s
What’s the one item you’re most excited to wear this winter?
Ohhh! This is easy. I designed a new Levi’s shirt jacket for Fall/Winter 2025 that I’ve lived in all season. It’s made from 12oz, 100% non-stretch denim, which is great for layering. It’s perfect for the California winter—SF isn’t that cold!
How would you describe your go-to cold-weather look?
Usually, I wear 2–3 outerwear layers. I love a bomber/hoodie combo. A leather jacket is always great; I’m more into workwear-inspired leathers right now. Layered and tonal outfits work well, too.
Lately, I’ve been wearing shades of black, shades of brown, or raw/rinse indigo head to toe. Pants-wise, I rotate between a pair by Lemaire, a vintage pair of 1970s Made-in-USA selvedge Levi’s (perfect medium indigo), and, of course, a vintage black pair of Carhartt. They all work in various contexts.
What does your footwear rotation look like for the season?
Black Tabi boots by Margiela, Union Jordan 1s that I’ve probably worn too much (because they’re great), Chippewa Service Utility boots in black, and Nike Vomero (comfortable and stylish).
It doesn’t snow in SF, so I have a bit more liberty to keep my footwear versatile! A mix of high and low pieces keeps the outfits balanced as well
Any must-have jackets you recommend for layering in the winter?
A trench! I don’t live in NYC anymore, but a trench is perfect for styling—it reminds me of an East Coast winter.
My vintage Burberry trench is in my rotation. Also, a nice leather jacket is incredibly versatile, as it can be dressed up or down and worn in many environments. I have one from Frizmworks that works perfectly (worn above).
Are there any new pieces or trends catching your eye this season
Trend-wise, I’m into sportswear- or active-infused pieces paired with sartorial, vintage, or slightly minimalist items. I love combining those worlds together. I work out a ton or am often headed to a social event with friends, so I need looks ready for however the day unfolds.
I’m also a workwear head, so anything utilitarian or functional that doubles as fashion is always a win. Modern Sacai nails that, and ’90s Helmut is amazing. I know everyone loves baggy jeans now, but I personally gravitate toward straight-leg fits—they’re classic and look great on everyone.
Do you follow any personal style do’s or don’ts for winter dressing?
Do: Bundle up and make sure you’re prepared for the weather outside. Winter is perfect for getting cozy. If it’s raining, pull out this jacket by Rains. Accessorize—a nice watch or a spritz of fragrance goes a long way and might even catch the attention of someone you’ve been eyeing at the dinner party.
Don’t: Don’t underestimate the power of a hoodie. The hoodie is one of my top five favorite garments in clothing history and works perfectly for styling and layering in the winter. SF has moody weather, and the hoodie matches the city’s vibe.
Albert Johnson — Columbus, OH
Associate Apparel Designer at Hollister
What’s the one item you’re most excited to wear this winter?
One item I am most excited to wear is my WWII USN peacoat. It’s different from my typical winter jacket rotation, but that Robert Redford photo from Three Days of the Condor recently inspired me.
How would you describe your go-to cold-weather look?
My go-to cold-weather look is usually some sort of puffer—typically my Eddie Bauer Kara Koram—paired with a woven shirt, a pair of ’90s Levi’s, and my Blundstones to brave the salt?
What does your footwear rotation look like for the season?
My winter footwear rotation typically includes Paraboots or cowboy boots, and my Blundstones or Bean Boots if the weather gets nasty.
Any must-have jackets you recommend for layering in the winter?
My must-have jackets for winter layering are typically some sort of military surplus item, especially field jackets. Most were made with a layering system in mind, and since they are usually cut oversized, I find I can comfortably wear a flannel and vest—or another warm combination—under them.
Are there any new pieces or trends catching your eye this season?
Something new for me this season is scarves, especially lightweight ones. For some reason, I avoided them for so long, and now that I’ve started wearing them, I realize how great they are functionally, haha.
Do you follow any personal style do’s or don’ts for fall dressing?
Do: combine fun, warmer-weather items to help lighten the mood (e.g., white jeans or Hawaiian shirts paired with more winter-appropriate pieces).
Don’t: ever wear short socks or layer excessively.
Hannah Eklund — Stockholm, Sweden
PR & Comms for OAS
What’s the one item you’re most excited to wear this winter?
My vintage BAPE corduroy puffer with a fox collar—the piece I always return to and love. I’ve always been into capes, and this winter I’m also loving my Purple Label puffer cape and my custom Pia Wallén cape, which I’ve had for a couple of years; she even designed it to bike in.
Fun fact: it’s at the National Museum in Stockholm. I also wear my green, water-resistant, pleated Issey Miyake cape year-round, layering a puffer underneath in winter. Can’t choose just one…
How would you describe your go-to cold-weather look?
Warm tights, a black CDG skirt, a puffer, and a muffler. I also love my apron skirt. I like adding my Issey Miyake cape sometimes because it’s water-resistant—it rains more than it snows these days. Simple, warm, and still easy to move in.
What does your footwear rotation look like for the season?
My Ann Demeulemeester boots with thick knit socks, my brown knee-high Our Legacy boots, and of course, my Nuptse booties.
Any must-have jackets you recommend for layering in the winter?
A cape! It works over everything and keeps layers looking clean instead of bulky. It’s chic and works for all ages and genders.
Are there any new pieces or trends catching your eye this season?
Everyone is wearing that same pillbox-style hat. If I see one more, I’ll scream. But actually, it’s nice—I agree. Totême’s outerwear is also really good this year, especially their capes.
Do you follow any personal style do’s or don’ts for fall dressing?
Don’t buy a new coat every year. Buy a muffler, a scarf, or a cape instead. Actually, just buy a cape—it solves most problems.
Someone loves a cape