02/06/2026
One of the biggest questions I get asked in winter is… what shoes actually work with what pants? 👟
Today we’re talking about full-length straight-leg to wide-leg tailored pants.
When you’re choosing a shoe, I’d be looking for the top of the shoe to be visible underneath the pant. You want the front of the shoe to peek through, with the hem sitting nice and flush to the floor without bunching up.
Whether it’s a ballet flat, loafer, sneaker or boot, this simple tip can make a huge difference to how polished your outfit looks when wearing this cut of pant.
Of course, these are general guidelines only. A cropped tailored pant would be styled differently, and there will always be exceptions depending on the look you’re trying to create.
Over the next few weeks, I’m taking you through all the different pant and jean styles including:
✔️ Straight-leg jeans 👖
✔️ Wide-leg jeans
✔️ Barrel-leg jeans
✔️ Cropped pants
✔️ Tailored pants
✔️ Boots, flats, loafers and sneakers 👢
We’ll work out together exactly what shoes work best with each style.
I’m currently updating my own winter shoe collection, so follow along as I take you behind the scenes and hopefully make getting dressed this winter a whole lot easier.
Save 🛟 this one for next time you’re standing in front of the mirror wondering if your shoes are working with your pants and follow along to join the journey ☺️
If you want links to any of the shoes then comment below and I’ll send the details. 🫶🏽