Truth or Dare by Madonna Shoes, Cardella Platform Lace Up Studded Boots Women's Shoes

With an array of fun colors to choose from, this easy-going drawstring bag by Fossil will put a casual-cool spin on your style. Silvertone hardware and lock and key charms add just enough detail to this laid back look.

City style meets functionality. This Cole Haan tote is an effortless on-the-town essential, crafted of leather with sleek, carry-it-all proportions.

When you're ready to sneak a snack, this LeSportsac lunch bag is the perfect partner in crime. Fully lined interior keeps everything fresh and delicious, while the secure, foldover Velcro closure makes certain your goodies don't go anywhere.

Fabulous and function finally meet with this signature slouchy hat from MICHAEL Michael Kors. Whether dressed up for work or kept casual for weekends, this accessory is a winter season essential.