Booties are perfect for every season, especially Fall and Winter. They go with almost every type of casual outfit you put together. You can dress your outfit up or down with Booties depending on what you are wanting to wear. A casual outfit would be a graphic tee with a cardigan and jeans as your outfit for the day. If you want to dress up your outfit for the night you can simply just change your top and add a leather jacket and keep your jeans and booties. I wear my Black Booties all the time. They are the easy to slip on and are comfortable to wear during a long day. I mostly wear booties with jeans in Fall/Winter and with shorts in Spring/Summer. If you do not have a pair of Booties yet start out with a black pair. You can not go wrong with black.