No Slouching Around: The 8 Best Slouchy Boots! (2023)

These cute heeled boots are a great way to dip your toes into the slouch trend.

With a pointy toe silhouette, and just a touch of slouch in the shaft, these boots are simple enough to wear anywhere – and with anything!

Plus they’re well made, with a lightly cushioned foot bed and walkable chunky heel. Best of all?

They’re waterproof!

Grab these mid-calf slouchy boots if you’re looking for a versatile boot that you can wear for years.

These suede Vagabond boots are my personal favorite of the list.

A modern square toe makes these boots very on trend, while the petite block heel gives you a tiny but manageable lift.

The high boot shaft falls just below the knee and the suede fabric has a light, wearable slouch effect.

Love an over the knee boot, but want to try out the slouchy boot trend?

Then opt for these Marc Fisher boots. With their pointed toe and slouchy, supple suede fabric, these are a cute mix of both trends.

The stacked block heel makes them easy to walk in, while lengthening your legs sky high.

And with the cute tie detail at the back of the knee, these OTK slouch boots are a very close lookalike to the Stuart Weitzman’s!

J.Crew always makes fantastic high quality shoes.

I have a pair of leather ankle boots from them that I’ve worn for over 10 years now! The brand typically makes their shoes in Italy, and the craftsmanship lasts and just gets better with age.

So, when we saw they created a knee high boot with just a touch of slouch, we had to add these to the list.

Wear these with your favorite maxi dress, or pull them over skinny jeans. The rich suede upper adds color and texture to your outfit, and the subtle stitching makes the boots stand out!

Looking for a true scrunch boot?

Then you’ll love these long Tory Burch boots, that go all the way up the leg. With their soft leather outer, adjustable drawstring and pointy heel, these shoes were ‘made for walking’!

Finally, the stacked heel will extend your legs for days.

These cute suede ankle boots have a distinctive folded down design.

With the rounded toe, lace closure and stacked heel, these slouchy boots give a distinctive vintage look to even a simple outfit of jeans and a tee.

And you can even wear it two ways!

Keep the boot shaft folded down like in the photo, or unfold them up and tie them with wraparound laces for a different look.

If you love a kitten heel, we’ve found the perfect slouchy bootie for you.

These comfy booties from Journee are a pull on style made from faux leather. They feature a full on slouch look and the pointed toe and fun fabric options make them pretty sexy!

These Eric Michael Texas boots live up to their name.

With their slouchy leather uppers, rugged sole and cozy soft lining, these mid-calf boots are durable and rugged enough to last through the seasons – and will only look better as they age! 

They’re also waterproof. 

Wear them in fall with a cute flirty skirt and peasant blouse, and transition them to jeans and a fleece pullover once the snow hits. These slouchy boots are great quality!