23 stone-cold menswear classics—from blizzard-busting boots to scuzzy sweaters—to conquer the season in impeccable fashion.

Jacob Elordi versus Lewis Hamilton. But before you cast your vote on GQ’s Instagram, let’s review the tournament so far.

A western shirt that you can truly nerd out on. Between the indigo denim from Kaihara denim mill in Japan, to the varying points of wear and tear (determined at wash) that each individual shirt ends ...