At some point, every guy has looked in the mirror and tried to borrow a little swagger from someone cooler — it’s practically a rite of passage. Maybe it starts with a jacket that feels a bit too bold, or a pair of fashionable mocs, or even a new cologne you hope people will notice for the right reasons. Style is a moving target, and keeping up can feel like chasing a train that never slows down. That’s why we pulled together a handful of the best gifts for the dapper man, whether you’re shopping for someone else or quietly upgrading your own rotation.
Nixon Time Teller

When it comes to watchmakers that combine effortless styling with accessibility, Nixon is right there at the top of the list. The brand’s Time Teller is a go-to timepiece for dressier occasions, such as weddings, holiday parties, or fancy dinner dates. Housed in a 37mm stainless steel case with matching bracelet (in gold, black, or silver coating), the watch sports a minimalist aesthetic across an array of colorways. Stretching its versatility quite a bit, the Time Teller also runs on a reliable quartz movement and boasts a surprising 100m of water resistance.
Druthers Merino Wool Waffle Socks

If you haven’t gotten to experience the magic of merino wool, you don’t know what you’re missing. Naturally temperature regulating and odor-resistant, the material lends itself perfectly for use in socks. But Druthers didn’t stop there, employing an attractive waffle knit for its own pair — a midweight sock using merino that was responsibly sourced from New Zealand.
Buck Mason White Toughknit Tubular Tee (2 Pack)

Even with something as simple as a white t-shirt, there’s a noticeable difference between cheap and well-made. Buck Mason takes on the timeless style staple with its own brand of craft, made from a midweight Supima cotton grown in the USA, knitted in Pennsylvania, and sewn in California. These are some of the best you’ll find.
Todd Snyder x Woolrich Wool-Cashmere Waffle Beanie

Todd Snyder has become legendary for taking everyday staples and elevating them. For its Waffle Beanie, it collaborated with Woolrich for this wool (70%) and soft cashmere (30%) blend that’s been injected with TS’s signature sense of styling.
Jacob Bromwell Vermonter Flask

Simply put, no whiskey flask maker is as legendary as Jacob Bromwell. Debuting all the way back in 1819 as the first-ever copper flask, their original Model One has been made in the same essential way for over 200 years. While you can buy the Model One still, the more modern and practical Vermonter might be a more stylish option, with the same 22-gauge solid copper construction.
Issey Miyake Book (Taschen)

Japanese fashion icon Issey Miyake has become a force in the sartorial world for how he’s thought outside of the box by not shying away from technology. Recently, Taschen has celebrated the auteur with a beautiful 448-page book with photography and insight covering his career from 1960 to 2022.
Taylor Stitch The Straight Jean

Taylor Stitch never tries to reinvent the wheel but arguably perfects it. That’s what they did with their Straight Jean. Made here in 14oz 100% organic cotton indigo selvedge denim, the pants’ style was informed by what workers were wearing at the turn of the 20th century, but with a modern touch and tapered fit.
Red Wing Shop Moc Oxford in Hawthorne Abilene Leather

Michigan-based Red Wing has been making its Shop Moc since 1954 and it’s been a workwear staple ever since. This year, the company released its favorite models with softer hues as part of its Pastel Collection. Still featuring the Traction Tread outsoles and Goodyear welt construction you’ve come to appreciate, the Oxford got a lighter Hawthorne colorway of its USA-made leather.
Le Labo Thé Matcha 26 eau de parfum

It’s easy to go overboard with your cologne, but Le Labo’s Thé Matcha 26 is a subtle yet effective eau de parfum that will surely entice. Bouquet notes include fig, warm cedar, and bitter orange.
Levi’s Blue Tab Type I Jacket

Levi’s original Type I Jacket debuted in 1905 and eventually became a staple of both workwear and style just a few decades later. This past year, the American icon gave the Type I an elevated look with a new pattern, articulated sleeves, and a deliberately boxy fit that’s contemporary without losing its roots.
Persol 649 Total Black Arrow

Worn by style icons like Steve McQueen and Marcello Mastroianni, Persol’s sunglasses are about as fashionable as they come. Recently, they took their 649 silhouette and swapped the metallic finish for a matte black one.
Tom Ford Nubuck Bifold Wallet

Tom Ford’s wallets are typically pretty dressy but we love how they allowed the nubuck leather to bring a warmer quality to the luxe wallet category. Made in Italy, the bifold has lots of slots for your cards and a bill compartment in back.
Filson Medium Mackinaw Wool Duffle

Filson is quite iconic for both its Cruiser jackets and its duffle bags. But with this Medium Mackinaw Wool Duffle, it combines both. Made using bridle leather sourced from Pennsylvania’s Wickett & Craig, the bag looks as heritage as ever and boasts the brand’s knack for blending hardwearing construction and style.