Free People Grayson Clog Boots — Black

The Free People Grayson Clog Boots were one of those immediate yeses in my Fall ’26 buy. They combine two silhouettes I love for fall — the ease of a clog with the coverage of a boot — and the result feels cool, a little ’70s and very Free People.

I especially love these as an alternative to another traditional ankle boot. They have enough personality to make an outfit interesting, but they’re still easy to pair with the denim, dresses and fall layers already in your closet.

WHY I LOVE THEM

• Clog-meets-boot silhouette feels fresh and unexpected
• Black makes the statement shape incredibly wearable
• Great alternative to a traditional ankle boot
• Gives an outfit that cool ’70s-inspired feel
• So good with cropped and wide-leg denim
• Made my original Free People Fall ’26 buy

DEAR LUCY EDIT

MADE MY BUY. ✓

This is exactly the kind of shoe that made buying fun for me. 🖤

I never wanted a shoe assortment where everything looked like a slightly different version of the same thing. You need the loafer. You need the ballet flat. You need the boot.

And then you need something like this.

The Grayson gives you a clog and a boot in one, and I’d wear it with cropped denim, a great sweater + a fall jacket and make sure that clog sole gets to be seen.

Different, but still completely wearable. That’s why it made my Free People Fall ’26 buy.

Affiliate Disclosure: Some links on Dear Lucy Edit are affiliate links, which means I may earn a small commission if you make a purchase through them—at no additional cost to you. Every item is personally selected based on my 20+ years as a boutique owner and buyer. I only recommend products I genuinely love, use, or would confidently recommend to a friend.