Is it cruel to make your pet wear clothes?

I don't think it's cruel if it's to keep them warm in winter. I have a pitbull (very short haired) and live in New England and I think it'd be cruel to drag him out in the freezing cold without something to prevent him from getting too cold.

I also think with "intimidating" breeds sometimes doggy clothes (when they won't overheat the dog) can help make it so people freak out a little less (people are terrified of my dog when I'm out walking him even though he's the gentlest, friendliest, most polite guy, so I bought him a sparkly pink collar and it seems to help)