There are plenty of trending denim looks to shop this season, and one shape we can’t get enough of is the bootcut.
Yes, the ’90s staple is back, and brands can hardly keep them in stock. All five colours of M&S’s bestselling Eva Bootcut Jeans sold out fast, in every size.
But what shoes do you wear with the denim style once favoured by cowboys? Here are our favourite combinations to try.
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Square-toe boots
Nothing says ’90s like pairing a square-toe boot with a bootcut jean. Calling back to Carolyn Bessette-Kennedy, the look adds a vintage flair to one of 2025’s hottest denim looks. Keep it modern with an on-trend rugby shirt and oversized jacket – you can’t go wrong with brown suede accessories, either.
M&S Eva Indigo Bootcut Denim Jeans
White Stuff Harriet Bootcut Jean
& Other Stories Slim Low-Rise Bootcut Jeans
Vagabond Mona Leather Flat Boots
Toast Chie Mihara Lotte Leather Boots
MANGO Block square toe ankle boots
Cool-girl trainers
Comfy and cool, trainers are a great way to style bootcut jeans for casual, on-the-go days. Opt for this season’s popular chocolate brown trainers, Puma Speedcats or Adidas Handball Spezials. This look works best when the trainer silhouette is kept sleek, so maybe save the dad trainers for another day.
GOOD AMERICAN Good Classic Bootcut Jeans
Levi’s 315 Shaping Bootcut Jeans
Hush Eliana Mid Rise Bootcut Jeans
Adidas Handball Spezial Shoes
Puma Speedcat Faded Sneakers in Blue
Dries Van Noten Red Suede Sneakers
Boots… and more boots
A cropped bootcut fit is a great way to show off your boots – and why wouldn’t you when this season’s styles are so exciting. Go for a classic black pair and play with patent, suede or leather textures, or take a walk on the wild side in animal print (snake is our latest obsession).
Jigsaw Ines Kick Flare Bootcut Jean
& Other Stories Cropped Slim-Leg Jeans
Calzedonia Cropped Flared Jeans
M&S Suede Lace Up Pointed Ankle Boots
Aeyde Elina Snake-effect Ankle Boots
Rixo Rey Black Leather Low-Heeled Boots
Pointed toes
There’s something undeniable about the subtle tip of a pointed toe shoe peeking out from beneath bootcut jeans. It’s a great way to dress up denim – just add a nice top, luxe jacket and accessories. Choose from stiletto heels or an elevated flat, and reach for buckle and lace-up details.
Gap Low Rise Long and Lean Jeans
All Saints Haldan Slim Bootcut Jeans
Whistles Denim Bootcut Jean
Now 40% Off
Ballet flats forever
Ballet flats have been everywhere in 2025, and that doesn’t look set to change anytime soon. They also make a great combination with bootcut denim, especially when worn in unexpected textures and colours. We love this pop of yellow satin.
M&S Autograph High Waisted Flared Jeans
Aligne Mid Rise Straight Flare Jeans
7 For All Mankind B(Air) Bootcut Jeans
Sam Edelman Alie Ballet Flat
Asymmetric Leather Ballet Flats
