Pros

OG classic boot that will never go out of style

Lug sole grips the ground and keeps every step stable

Pairs well with denim, cargos, and winter fits

Cons

Heftier than a dress boot

If I had to recommend one pair of lace-up boots that can do a little bit of everything, I’d start with Timberland’s classic, wheat-colored boots. The brand has been making boots since 1973, and this silhouette has grown from practical workwear into a menswear icon. Often nicknamed the “Butters,” they’re instantly recognizable for their golden nubuck leather, high-top profile, and chunky lug sole. From my teens up until now, they’ve earned a spot in my rotation. And boots that have that kind of staying power, or work with as many outfits.

Another part of the reason they’ve been around for so long is because Timberlands move between style categories. They’re rooted in workwear, but their influence runs deep in hip-hop, streetwear, and sports culture, too. Timothée Chalamet has even put them to work on a red carpet.…