Jennifer Aniston Wore Trousers and Heels in the Most ’90s Way

I’ve always felt that September shifts the styling mood more than any other month. As the back-to-school energy kicks in, wardrobes often follow suit, mine included. Without even meaning to, I’ve been trading in jeans for tailored trousers, tees for button-downs and trainers for something sleeker as I work towards channelling a more polished silhouette.

While easing into this new rhythm, I’ve been on the lookout for styling inspiration to maximise my early-autumn looks. And this morning, Jennifer Aniston delivered in spades, stepping out in an autumn shoe trend that elevates tailored trousers, in a ’90s-minimalist kind of way.

Styling her tailored trousers with pointed-toe heels in glossy black leather, the pointed-toe detailing elongated her legs, while the sleek heel added a certain poise that flats can never quite match. A fool-proof pairing that felt sharp and polished, but not overly serious, Aniston layered a V-neck vest, delicate jewels and a pair of tinted brown aviators, crafting an elegant outfit that easily sees you through the season.