The OG of loafer manufacturers is still going strong. These are timeless and infallible, with a traditional look that, quite frankly, never goes out of style. Personally, I wear my Weejuns every ...

Here are Smith’s tips for pairing any kind of loafer with the right sock: J.Crew “Short black socks just above the ankle can add a softer feel to a chunky silhouette,” Smith said.