How To Style Bootcut Jeans Like An Off-Duty Model For Autumn 2026

And while you don’t have to wear bootcut jeans with boots, there’s no doubting it makes perfect sense (that’s what they were made for, after all) – though you can easily swap them out for sandals, loafers or ballet flats as the weather gets warmer.

Still wondering how to wear bootcut jeans? Ahead, seven chic outfit formulas featuring the famous 90s denim style, according to the fashion set.

Ahead, the best ways to wear bootcut jeans for Autumn 2026.

All black with longline leather

Image may contain Dakota Johnson Mustapha Kanit Clothing Coat Jacket Adult Person and Pants

All hail Dakota Johnson, queen of off-duty denim. The actor is also a longtime fan of cigarette jeans, but dabbles with bootcut styles too – proving here that head-to-toe black always works. She’s gone for a mid-rise, flared cut; note how her leather trench coat hits exactly at the knee, where the jeans begin to kick out.