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Jake Woolf

Writer

Jake Woolf is a writer who has covered men’s style for over ten years and has contributed to GQ since 2014. A graduate of Parsons The New School for Design (good school, long name), he also has bylines at Robb Report, HighSnobiety, Pitchfork, and the defunct #menswear website Four Pins (R.I.P.), where he served as Managing Editor. When he’s not cooking up style content, Jake enjoys nerding out about early-aughts cars and playing golf, and remains hopeful that this is the year he finally figures out how to putt. You can also watch him talk about clothes on TikTok.

19 Dad-Approved Kicks That'll Finally Make Pops Proud

Number one boy, meet your number one shoes. 

Nike's Zoom Vomero 5 Is Back in the Zeitgeist 

The cult-loved running shoe was always a little ahead of the curve, but its reemergence feels right on time. 

How Drake’s Cornered the Market on Ultra-Premium Prep

A decade after the British tiemaker expanded into clothes, guys weaned on designer streetwear are paying big money for its rugby shirts and pleated chinos. 

How To Turn Old Pants Into New Shorts

In four easy steps, you can convert those battered jeans or paint-splattered khakis into shorts custom-made just for you.

How To Pull Off Dress Shorts Like an A-Lister at Cannes

Formal shorts were all over the red carpet this year, but you don't need an IMDb profile to make them your own. 

21 Sky-High Short Shorts To Help You Get a Leg Up on Summer

The not-so-long and very short of it: You probably need a pair.

This Is Exactly How Your Khakis Should Fit Right Now

The perfect summer pants are roomy, pleated, and way less expensive than you'd think. 
Best Stuff

The Best Summer Wedding Suits for Every Budget

Kick your reception rotation up a notch—without breaking the bank.

Are All Your Fashion Bros Secretly Obsessed With These T-Shirts?

A decade after their debut, Buck Mason's tees are catching on with a group the brand never really courted: hard-boiled menswear nerds. 
Best Stuff

The Best Black Derbies Are the Perfect Cure for Your Sneaker Hangover

19 all-occasion lace-ups you can—and should—wear with everything this season. 

According to the Algorithm, These Are the Sneakers of Summer 2023

Somewhere near your front hallway, a cooked pair of Sambas is trembling.

4 Ways to Pull Off Spring's Chillest Suiting Swerve

Start with a pristine white tank top—and that's about it. 
Best Stuff

The Best Loafers Are the Most Crucial Shoes of 2023

Slip on a whole new you. 

The Best Walking Shoes Make Getting In Those Reps a Cinch

Turn each one of those 10,000 steps into a certified fashion moment.

Oakley's Most Sought-After Sunglasses Will Finally See the Light of Day

For the first time in decades, the eyewear giant is reissuing a selection of its definitive Y2K-era frames. 

The Best Golf Shoes Are Far From a Style Handicap

If you're going to indulge in a friendly round of pasture pool, your footwear needs to come correct. 

Five Years Ago, Todd Snyder Couldn’t Convince Guys to Get Into Pleats. Now, His Gurkha Shorts Keep Flying Off the Shelves 

When the designer’s double-pleated Gurkha pants became a runaway hit, Snyder turned them into shorts—and stumbled onto another surprise best-seller.