TOMS Reese Bootie, Warm leather and wool ankle boots, size 6

These booties are a TOMS classic. Made of leather, wool, and polyester, these shoes have traveled miles—and the soles don’t even show it! Slight heel gives a classy vibe but doesn’t wear you out or make your feet sore during the day. Some wear on both shoes along the fabric near the top/ankle and two small insole cracks. Perfect for autumn or winter work days or stylish nights out!