Most fursonas do wear clothes. But putting aside the aesthetics factor and focusing more on the practicality-- would a furry anthro in an anthro society wear clothes?
Focusing solely on mammalian anthros with fur. Well, they have fur, so temperature regulation and the elements aren't really reasons to wear clothes given that they have natural, furry clothes already. Wearing clothes on top of that might be too warm, especially in the summer.
The thing I'm wondering is, would anthros figure out to make clothings themselves? And if they do, how would they look? Having their body completely covered in fur might make shirts and pants irrelevant, which means they might never develop them in the first place. I suppose other articles of clothings like armbands, headbands, etc would still exist, and so would practical items like glasses or watches.
Of course, clothing serves more purpose than just covering bare skins. They serve aesthetic purposes and shows our identity. For example, police anthros might wear some sort of stuff to distinguish themselves. And much like humans, anthros would probably have a culture around clothing, but how their clothing would look and how much it'll cover is the question.
Would most anthros only wear head and armbands? Maybe just something to cover their bottoms and nothing else? Or would they wear clothes similar to us?
Furthermore, different animals have different fur with different thickness, length, shapes, forms, etc. These different furs require different clothing. Anthros with thicker fur may wear less clothing than ones with thinner fur. Even more, different anthros will have different body shape and size. Clothing for rabbit sonas may not fit bear sonas.
Anthros might have different size standards for different species to account their differences. Imagine how hard it'd be to manufacture all the different variations, though. Any clothes store would have to take into account multiple species and multiple sizes for that species.
Well, I think that's interesting to think about.
They probably would, since clothing is more then just visual, they also offer protection. It would help stop fit getting into the food, protect it from dirt, keep it dry, etc.
Someone has to make it, so it would either be them, or them being inspired by aliens/humans.
They might be closer to linens, or thin articles of clothing, since they would be able to rely on it trapping air between the fur and skin, which would allow them to get away with one that only blocks the wind, even if it doesn't offer much insulation.
Ectothermic furs might have clothing that more resembles ours, possibly with internal pockets and heat spreaders designed to allow insertion of a thermal pack (like a hot water bottle) to help them adjust and maintain that internal temperature, if they aren't in a suitable environment.
Having clothing still has camouflage and protective effects, which would be useful, even if they have their own fur to contend with. It's a lot easier to get and stay dry if they have clothing that can either block the water from getting into their fur in the first place, and can soak it off of the fur if it is damp.
I wonder if some of them might exist at all. Modern spectacles are very much designed for human ergonomics, so furs might never really develop them in the first place. Hair bands might get in the way of fur, when you can just dye it, and don't need to hold it down in certain places.
You might also have new accessories to accomodate species-specific requirements that don't exist in humans. Bags that go on tails, thermal pack holders, slickers, etc.
You might get differing cultural clothing styles, but they would probably converge to some degree. Humans have a fairly wide range range of forms and lengths too, and a wide range of different clothing, designed for different functions. A sports bra is vastly different from a fur coat.
You might just have categorisation based on size and morphology.
Probably less hard then you think. The basics for a set of clothes are pretty similar, especially if they are anthropomorphic species. A shirt is basically the same as a human shirt, and only winged/unconventional species might have some trouble, needing special alterations to make it work for them. Pants can just have a few tail options as a separate addition, since they're pretty standard as well. Your main pain points are goal size.
Particularly large/small species might have their own tailors and stores, but the designs wouldn't meaningfully change, and would scale accordingly.
Only if they were generalised. It would not be out of the realm of possibility for there to be a few different clothing stores, each with their own specialisations. We have hat, suit, and costume tailors today, a few that do specialisations for species with longer tails, wings, etc, would not be impossible.