Can flat boots be worn in the rain? Yes! Most people think that all flat shoes are not waterproof. And if they are, they certainly can’t be worn in the rain because their soles aren’t thick enough to keep the water out. I used to think this too. But since discovering a lot of styles of flat shoes that can be worn in the rain, I no longer let weather stop me from wearing my favorite styles with flat soles. Today we are here to see some of the best flat boots you can wear in the rain. Don’t judge me for this inspiration, as I gathered the looks I am so much in love with.