From cliff tops to catwalks, men’s boots have made an epic comeback in recent years and are set for an even bigger comeback this winter. While some guys shy away from boots that are not of the functional variety, it’s time to take a lesson in leisure, as the right pair can boost one’s level of sophistication and sartorial mastery to untapped heights. To wit, check out these boots women love. I should know, I am one.
This low-profile boot is designed for versatility and, for every pair you buy, TOMS will give a pair to a child in need. They’ll have you looking good and all philanthropic and whatnot.
This high-top boot has the durability of those work boots you won’t let go of. But it’s also got single-needle stitching, deck-shoe laces and a rubber outsole to give it a classic nautical look ladies dig.
Who doesn’t love a Chelsea boot? This one’s leather-lined and waterproof with a rubber outsole for extra traction to keep you looking put together even on the rainiest of days.
Some say Sperrys are only for yacht-owners—you know, guys who actually spend a lot of time on the water. But these weather-ready boots, featuring seam-sealed waterproof construction, thermal lining and Wave-Siping for wet/dry traction, are for anyone. Your date might just think you own a yacht, which really can’t hurt.
These kicks have the aesthetic of dress shoes and the comfort of walking boots, so you can look dapper without discomfort.
These surprisingly comfortable boots are an update to a stylish Ted staple. They’re also a female favorite.
Oliberté is a sustainable brand supporting workers’ rights in sub-Saharan Africa, so when you wear these 6-inch combats with a double toe cap, you’re rocking a product made in Ethiopia. You’re so friggin’ worldly.
These guys are inspired by a “sturdy service oxford” from L.L.Bean’s 1959 catalog. They’re designed to tiptoe the line between warm winter boots and wear-anywhere oxford shoes, and that they do.
Topped off with Bogs’ technologies that keep your feet dry with a waterproof leather upper, moisture-defying Max-Wick to keep sweat away and DuraFresh lining to fight unwanted odors, these chukkas are winners. No one likes smelly feet.
If you’re trying to stand out from the crowd, these modern work boots are your best bet thanks to the speckled sole and pop-color eyelets.