Leather pants are also on the list, especially the clinging kind. We've come a long way, however, as these days this type of pant comes in more than just one form as demonstrated by the street ...

Of those four volume quadrants, one in particular feels somewhere between fresh and uncouth—the perfect combo—for 2025: ...

We found similar black leather pants, sweater jackets, and ankle boots starting at $26 Martha Stewart wore a pair of faux leather pants for her appearance on “The Drew Barrymore Show.” ...

Brad Pitt modeled Saint Laurent’s $4,500 thigh-high leather boots for GQ’s Blockbuster ... in a body of water while also wearing a tight black Rick Owens shirt and Marant leather pants. 5.

Thick leather Chelsea boots like this pair can be hard to slip on if you have wide feet, so it may be worth sizing up. Frye Tyler Chelsea Boots in Black, $126 (was $298) at DSW Courtesy of DSW ...

Sweeney accessorized with white boots and an obligatory pair of black sunglasses, though her pièce de résistance came in the form of Celine’s $940 Triomphe cashmere and sherpa bucket hat.

Somewhere in between are Supreme’s $498 baggy leather pants. Still, leather is one of those tripwire fabrics in men’s fashion. To wear it is to face that you will look like you’re doing a thing.