Successful men gravitate toward athleisure brands like Alo and Lululemon for comfortable work pants. Buck Mason is also popular for menswear basics.

The jacket features the name "Gloria" written along the front, nodding to Lamar's closing title track on his 2024 GNX album.

A varsity jacket referenced his own career, and a chain inspired some questions. But the cut of his jeans was the biggest ...