Turns Out Wearing Micro-Shorts With Boots Is Peak 2025

All summer, we’ve been charting the rise—er, drop?—in longer inseams. Bermuda shorts and, yes, even culottes have emerged as the go-to shorts style among the fashion and celebrity crowds. Across the board, shorts have been getting longer, but they’ve also curiously been getting shorter, too. For Gen Zers, in particular, it’s all about micro-shorts—from Sabrina Carpenter‘s signature bloomers to Olivia Rodrigo‘s $53 Nordstrom shorts. What’s even more surprising than the arrival of these tiny inseams amid so many knee-grazing ones is the shoes people are pairing with them.

As with any barely there trend, the general advice is to keep the rest of the look classic, but instead of pairing their shorts with a more obvious shoe choice like, say, sandals, they’re reaching for boots. I’ll admit that I always thought of wearing shorts with boots as a style “mistake” because the shoes aren’t traditionally flattering, but I might be eating my words now that a wave of outfits have appeared that make the combo look admittedly very chic. Ahead, see all the ways celebs and fashion girls are wearing tall and mid-calf boots with their shorts (and actually pulling it off).

On Olivia Rodrigo: Edikted Twyla Polka Dot Shorts ($53); Frye Campus Knee High Boots ($498)