For decades, pairing a blazer ... men are fans of doubling up on denim with a western shirt. We found no consensus on shoes. Gabard recommends a boot—Chelsea or cowboy—especially if the jeans ...

For decades, pairing a blazer with jeans has been considered one of menswear’s great fail-safes. And thanks to a convergence of recent trends—as 1970s swagger collides with bold tailoring and ...