Is it cruel to make your pet wear clothes?

I don't think there is anything wrong with this. If the pet is not bothered then I don't see why not. They do seem to like it during cold weather, so as long as the pet comfortable then go ahead. In Sri Lanka, they even make the elephants that go on parade wear magnificent traditional decorations!

So long as the pets are not irritated or are not suffering from overheating or suffocation of any kind, then by all means get them that nice little outfit! They may even like prancing around and showing it off.