We had our first real rain on Friday. I wore my flat riding boots and they really held up to anything the sideways rain and big puddles could throw at them. Since fall is when all the new boots come out I usually buy my boots in December/January, right when they are going on sale. Here are the boots that look really good to me right now. {Black Riding Boots, Hunter Wellies, Red mid-shaft boots love these!, and Camel Long Way boots}