STEVEN by Steve Madden Women's Caril Oxford

With shoes this cute, of course you're the apple of his eye. The Crush booties by Fergalicious feature ruche detailing on the vamp and a side buckle that holds the look all together.

Feel secure in these playful high-top sneakers from R2. The Avedon wedges feature velcro and laces for style and stability.

R2's Honduras riding boots are a sophisticated addition to your wardrobe. With an adjustable ankle strap and elastic gore on the outside shaft, they're comfortable too!