Everyday I dress my DS4 about oh - like 10 times. He loves being nude. Loves it. It drives me insane - but meh. What are you going to do? He is 3 and is as strong willed as they come. I let him be nude on our property, but if we were going out I'd keep getting him dressed.
To be honest, I don't think it is a big deal - especially as they are on their own property? Some kids just like being naked.