September? Already? Labor Day Weekend always stirs conflicted emotions: while you’re soaking up the summer sun, there’s no escaping fall’s imminent arrival. Add to that a pandemic and everything else going on and you could be forgiven for not knowing what to feel—or wear. We’d suggest a dash of back-to-school polish (a smart DB blazer, slick Chelsea boots) and a sprinkling of warm-weather staples (some jaunty shorts and one great tee), rounded out with a healthy mix of trans-seasonal wardrobe workhorses. Those picks, and more, below.
Mr Porter, Saks Fifth Avenue, Matches