Is it cruel to make your pet wear clothes?

In general, I don't think it reaches the level of cruelty unless the animal is clearly uncomfortable and is still forced to wear them. I don't know anyone who dresses their dogs just to be cute, though I have seen the occasional sweater or jacket for cold days. I have seen people online who like to dress their dogs in cutesy outfits. It does seem silly, and while I wouldn't just tell someone to get a child just to dress it up, I would recommend something like doll collecting if they don't have kids who like to dress up.