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Ankle Boots (13)
Ankle Strap (15)
Casual Comfort (2)
Open Toe (7)
Casual Platform (4)
Casual Pumps (21)
Rounded Toe (6)
Casual Other (7)
Casual Wedges (3)

Price

$50 - $75 (7)
$75 - $100 (27)
$100 - $200 (44)

This Guess style is simply unstoppable and will give you a daring look. Alade featur ... $114.74 $134.99 Buy Now

This perfect work or play pump is introduced by Guess and will be your new go to styl ... $93.49 $109.99 Buy Now

Warm up in this awe inspiring style from Guess. Osage has a brown leather upper with ... $139.49 $154.99 Buy Now

Spice things up with Namya, a fabulous ankle boot from Guess. This trendy style featu ... $159.99 Buy Now

You'll radiate your inner vixen when these sleek Guess boots are on. The Loni 2 feat ... $148.74 $174.99 Buy Now

You'll radiate your inner vixen when these sleek Guess boots are on. The Loni 2 feat ... $157.49 $174.99 Buy Now

Stay stylish in the storms with the Inocen. Guess features a trendy black and white ... $69.99 Buy Now

Why suffer this winter when you could look designer and cozy in Benny from Guess. A b ... $164.99 Buy Now

Every girl needs a cute ankle boot for the fall and winter season! Gracia brings you ... $114.74 $134.99 Buy Now