Borrowing from styles of the 1950s and ’60s, today’s boxy classics feature softer, subtly curved corners and rich accents for men with conservative tastes. Being square has never looked cooler.

By Keith Flamer
Photography by Dan Saelinger
Prop Stylist: Wendy Schelah

From top:
Bell & Ross BRS in 18-karat pink gold with manual winding movement ($10,900);

Glashütte Original Senator Sixties square chronograph in stainless steel with sapphire crystals ($9,000);

de Grisogono Grande Open Date No. 8 in polished 18-karat pink gold ($28,600);

Rado r5.5 with scratch-resistant black matte ceramic link strap ($2,400);

David Yurman Belmont Black Checkerboard watch in stainless steel with sterling silver on black alligator strap ($2,100).