If you have been reading Faintly Familiar for any amount of time, you may have noticed that in the winter and fall months my shoe choices become a little bit more limited. A major reason for that is related to the weather, cold and snow can get pretty brutal in the Midwest. Despite this, there is one shoe that never fails me in the moments I need it — riding boots. In my humble opinion, riding boots that somehow end up working for all kinds of different styles. Going for a country chic look? Riding boots will fit that. Heading to a college football game? Riding boots will fit that.…