There are a few pieces in my wardrobe that I dutifully try on every few months, only to remember exactly why they’ve been gathering dust. For the longest time, flared trousers were victims of this habit. It’s not that I don’t think they’re chic, it’s that I’ve never quite cracked the code on how to style them. More specifically, I’ve always stumbled at the same hurdle: the shoes.
Some pairs look clunky beneath the smooth line of the trousers; others all but disappear under the extra fabric. So when I spotted Rochelle Humes wearing the exact style I’ve struggled with, I zoomed in on her footwear to figure out precisely how she made them look so good.
Her choice? A pair of almond-toe shoes. Where rounded toes might have blunted her look, and pointed pairs would have been too severe, the almond toe struck the perfect middle ground.

An underratted shoe silhouette, the softly curved shape visually extends the line of the leg, echoing the elongating effect of the flares without relying on sky-high platforms or chunky heels. Rochelle opted for a dark brown heeled boot, but the same principle applies to flats—choose a refined almond-toe silhouette, and you’ll achieve the same easy lengthening effect.
While they’re a dream partner for flared trousers, almond-toe shoes also pair chicly with straight-leg jeans and skirt outfits, earning their place as a true wardrobe workhorse.
Inspired by Rochelle’s styling, I’ve rounded up the best flared trousers and almond-toe shoes to try now. Read on to discover the pairings that will make you fall in love with flares all over again.
Shop Flared Jeans and Almond-Toe Shoes:

H&M
Flared Tailored Trousers – Black
These classic flared trousers also come in two other shades.

Essen
Chocolate Whistles X Essen Ballet Flat
The chocolate brown colour trend isn’t showing any signs of slowing down.

Whistles
Black Lucy Kick Flare Trouser
These chic tailored trousers are so easy to slot into a winter capsule wardrobe.

Whilst I love these in the chocolate brown, they also come in a light shade of beige.

Asos Design
Tailored Occasion Tux Flare Trousers
Style with the matching blazer or pair it with a longline coat.

The block heel design ensures a comfortable stride.

Abercrombie & Fitch
Forme Bootcut Pant
Abercrombie’s trousers are a fashion person’s favourites.

Anonymous Copenhagen
Hanny 55 Soft Calf Black
These also come in three other shades.

Reiss
Flared Suit Trousers in Black
Style these with a heeled almond-toe boots to get Rochelle’s look.

Be quick! These won’t stay in stock for long.

In a dark shade of black, this is so easy to slot into a capsule wardrobe.

Le Monde Béryl
Luna Slipper
These come in half sizes, so you can find your perfect fit.
