Well, Stedman wears clothes 99% of the time. I prefer them, and believe it or not, so does he! lol
He gets mad and barks if he doesn't have clothes on
He will actually go to the little cubby that I keep his clothes in and just stand there and bark until I put a shirt on him
I used to let him sleep in clothes, and still do,
SOMETIMES... however, my hubby doesn't like me to let him wear clothes to bed because one night when he jumped off the bed in the middle of the night (which is totally normal for Stedman lol), I guess hubby and I were SOUND asleep and didn't hear him barking to get back up (we usually ALWAYS hear him) and so all night long he was stuck down laying by the side of the bed, and his poor little arm was stuck inside his t-shirt and we did not know it!!!!
Hubby found him in the morning and I got an @$$ chewing for it, LOL
So anyway, every once in a while he will wear them to bed, if I just
totally forget to take the clothes off him, but usually, no...we don't let him anymore.