If they don't enjoy it, I don't pester them. I had one dog that was so fond of his collar, he was fine with a bath, as long as he had one on, I'd change to a dry one, then take the wet one off.
I hate to see animals dressed up. I do have one picture of my dog with a santa hat on, and snarling. I printed it with a "no peeking" caption to put in a secret santa gift. I felt so bad for putting the hat on him that I he got quite spoiled with treats that day.
but on my tf2 characters i do