Is it cruel to make your pet wear clothes?

Unless you are keeping your pet in clothes for a long time every day, I do not think it is cruel to dress up your little dog every now and then. Some animals even seems to enjoy dressing up and showing off, and I think it is fine to do if you have a dog that enjoys it.
I have dressed up Chipper before, but not for a long time, just to take a picture or something like that, and in the wintertime when it is cold, he likes wearing his jacket when he goes outside.