Top Picks
Khelan Ankle Boots Black
LAUREN’S PICK HELLOMOLLYKhelan Ankle Boots Black
$119.95 HELLOMOLLY
Bailey Boots - Black / 6.5
MAGGIE’S PICK DRAPER JAMESBailey Boots - Black / 6.5
$277.05 $169.00 DRAPER JAMES
Steve Madden Women's Riggs Leather Wide Calf Knee High Boots - Black - Size 8.5W
CHLOE’S PICK STEVE MADDENSteve Madden Women's Riggs Leather Wide Calf Knee High Boots - Black - Size 8.5W
$199.95 STEVE MADDEN
Steve Madden Women's Astor Knee High Boots - Black - Size
ROSIE’S PICK STEVE MADDENSteve Madden Women's Astor Knee High Boots - Black - Size
$159.95 STEVE MADDEN
Roper Sarah Tooled-Inlay Pointed Toe Cowboy Booties
FREYA’S PICK SHOEBACCARoper Sarah Tooled-Inlay Pointed Toe Cowboy Booties
$54.97 SHOEBACCA
How we pick

These picks came from Lauren, Maggie, Chloe, Rosie and Freya, who each chose the one they'd happily wear themselves. That's the whole test really. Would we buy it, would we wear it more than once, and does it look like the photo once it arrives? We skip anything that looks cheap up close, cap how many pieces come from any one shop, and keep the list fresh as stock changes. We earn a small commission if you buy through our links, it never costs you more, and it never decides what gets picked.

We may earn a small commission if you buy through links on this page. It costs you nothing extra and helps keep the site running. How we make money

Up to $1008 pieces
−82%Timberland Motion Scramble Mid Hiking Boot
DTLR-VILLA

Timberland Motion Scramble Mid Hiking Boot

$166.56 $29.98 DTLR-VILLA
Black Chunky Platform Ankle Sock Boots - US 8/EU
FLORALKINI

Black Chunky Platform Ankle Sock Boots - US 8/EU

$62.99 FLORALKINI
Roper Sarah Tooled-Inlay Pointed Toe Cowboy Booties
SHOEBACCA

Roper Sarah Tooled-Inlay Pointed Toe Cowboy Booties

$54.97 SHOEBACCA
Ryan Pointed Toe Block Heel Ankle Sock Boot In Black Faux Leather, Women's Size US
EGO (US & CA)

Ryan Pointed Toe Block Heel Ankle Sock Boot In Black Faux Leather, Women's Size US

$55.00 EGO (US & CA)
−57%Steve Madden Women's Aria Wide Calf Knee High Boots - Black - Size 11.0W
STEVE MADDEN

Steve Madden Women's Aria Wide Calf Knee High Boots - Black - Size 11.0W

$139.51 $59.99 STEVE MADDEN
−50%Steve Madden Women's Aria Knee High Boots - Black - Size
STEVE MADDEN

Steve Madden Women's Aria Knee High Boots - Black - Size

$139.98 $69.99 STEVE MADDEN
−53%Steve Madden Women's Mystery Block Heel Boots - Black - Size
STEVE MADDEN

Steve Madden Women's Mystery Block Heel Boots - Black - Size

$191.47 $89.99 STEVE MADDEN
−50%Shante Boots in Black Size 7 By Dolce Vita
DOLCEVITA

Shante Boots in Black Size 7 By Dolce Vita

$199.98 $99.99 DOLCEVITA
Worth the splurge17 pieces
TinaCus Women's Square Toe Handmade Block Heel Zip up Sock Ankle Booties - Black / US4.5/CN33/EU34/UK2-2.5/Foot Length-21.5cm
TINACUSTOM

TinaCus Women's Square Toe Handmade Block Heel Zip up Sock Ankle Booties - Black / US4.5/CN33/EU34/UK2-2.5/Foot Length-21.5cm

$137.50 TINACUSTOM
STAUD Wally Sock Ankle Boots Black 38.5
SHOPBOP

STAUD Wally Sock Ankle Boots Black 38.5

$495.00 SHOPBOP
Khelan Ankle Boots Black
HELLOMOLLY

Khelan Ankle Boots Black

$119.95 HELLOMOLLY
Hilda Boots - High
ANINE BING

Hilda Boots - High

$450.00 ANINE BING
Steve Madden Women's Riggs Leather Wide Calf Knee High Boots - Black - Size 8.5W
STEVE MADDEN

Steve Madden Women's Riggs Leather Wide Calf Knee High Boots - Black - Size 8.5W

$199.95 STEVE MADDEN
Steve Madden Women's Astor Knee High Boots - Black - Size
STEVE MADDEN

Steve Madden Women's Astor Knee High Boots - Black - Size

$159.95 STEVE MADDEN
Caro Boots Black Leather
HELLO MOLLY

Caro Boots Black Leather

$169.95 HELLO MOLLY
Monday Platform Socks Boots 1.8 inch _ 2 Colors
W CONCEPT

Monday Platform Socks Boots 1.8 inch _ 2 Colors

$150.00 W CONCEPT
Mystery Boots Black Leather
HELLOMOLLY

Mystery Boots Black Leather

$189.95 HELLOMOLLY
−39%Steve Madden Women's Ruben Moto Boots - Black - Size 5.5
STEVE MADDEN

Steve Madden Women's Ruben Moto Boots - Black - Size 5.5

$180.28 $109.97 STEVE MADDEN
−45%Jessey Boots in Black Size 8.5 By Dolce Vita
DOLCEVITA

Jessey Boots in Black Size 8.5 By Dolce Vita

$199.98 $109.99 DOLCEVITA
−32%Virona H2O Wide Calf Boots in Black Size 7.5WC By Dolce Vita
DOLCEVITA

Virona H2O Wide Calf Boots in Black Size 7.5WC By Dolce Vita

$220.44 $149.90 DOLCEVITA
−39%Bailey Boots - Black / 6.5
DRAPER JAMES

Bailey Boots - Black / 6.5

$277.05 $169.00 DRAPER JAMES
−31%Emmi Boots in Multi Size 5.5 By Dolce Vita
DOLCEVITA

Emmi Boots in Multi Size 5.5 By Dolce Vita

$275.35 $189.99 DOLCEVITA
−41%Mirla Boots in Red Size 6 By Dolce Vita
DOLCEVITA

Mirla Boots in Red Size 6 By Dolce Vita

$322.02 $189.99 DOLCEVITA
−34%Mirla Extra Wide Calf Boots in Red Size 6XWC By Dolce Vita
DOLCEVITA

Mirla Extra Wide Calf Boots in Red Size 6XWC By Dolce Vita

$318.17 $209.99 DOLCEVITA
−30%UGG® Women's Adirondack Meridian Leather Boots in Black, Size
UGG

UGG® Women's Adirondack Meridian Leather Boots in Black, Size

$399.99 $279.99 UGG

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