Remember that fall when all anyone wanted to do was figure out how to style biker shorts like Princess Diana? Oh wait, that’s every year. Whenever Princess Diana weather hits, we all rush to follow her favorite casual look: stretchy half pants, a long-sleeve T-shirt or crewneck sweatshirt, sneakers, and crew socks. Comfy, cool, and timeless.
The late Princess of Wales did so much to boost the versatility of bike shorts, in fact, that now we wear them with everything imaginable, from pretty ruffled blouses to oversized blazers. Really, it seems there is nothing the stretchy shorts can’t do. With the rise of activewear as a high-fashion option, black biker shorts are no longer relegated to yoga studios and barre classes. Like leggings, which look surprisingly stylish with the right high-low pairings, they can be worn for a number of non-workout-related occasions. But that’s if—and only if—you dress with intention.
So here’s how to style biker shorts for fall 2026.
