"Its raining, its pouring, the old man is snoring"

Here's a questions for you, (albeit a stupid one to you the reader I'm sure), do you wear rain boots over your shoes? Or are you stuck wearing them all day. We're in our rainy season over here in sunny FL, and they have such adorable rain boots to suit every personality. When purchasing a pair, do you get your size, or do you get a bigger than usual pair to allow for shoe room??? I'm looking to invest in a pair for both my daughter and myself. Input in much appreciated :)