Do you have rain shoes or boots?

I have rain boots which doesn't look like "rain" boots.
As I want to keep my leather shoes dry, I wear them on rainy day .

However, when it doesn't rain or it is sunny when I leave home,
I hesitate to choose rain boots even if the weather forecast says it will rain later.
But if I choose leather shoes in such a case, I'm sure that I will regret.

(文法わかんないな・・・)