I think it depends on the animal as well as how humanized they are. I generally like clothes that suit the anthro or don't impede their movement (like pants on digigrade legs have always made me wonder). This is also coming from someone who draws their fursona in their underwear like 80% of the time, though, too. Haha. I think clothes can work just fine on some anthros, but others it looks a bit silly.
I think this is much like the furries in shoes topic that was out earlier, it all depends on the artists' preference, and also how humanized the anthro is. For example, clearly shoes don't look funky on plantigrade feet, but shoes on a digigrade animal look a bit silly unless it's some sort of modified glove type thing to fit the feet.
