Skechers Women's Bobs-Helping Hand Slip-On

A light plaid pattern transforms this nautical classic. Sperry Top-Sider's Bahama boat shoes feature rust-proof eyelets and a non-marking rubber outsole.

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.

Have some fun this fall with the swishy fringe detailing of Sugar's Teazer booties.