Workboots

Although a lot of us think of workboots only being fit for, well, work, they can help put together a fall look that sits at a nice intersection between rugged and classy.

For instance, I usually pair my Redwings with dark jeans and a gray denim button-down shirt: the boots make sense in the context of jeans, and adding a button-down gives the whole outfit a touch of class. This would also go great with the aforementioned pieces on the list.