Possibly controversial: if it's obvious they don't like it, don't put it on them. They're living beings, not dolls.
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I really do want to agree, but my cat is an absolute fucker. That sweet baby will occasionally let me give him a hat for a very tolerable 10 seconds.
On the flip side, that shitter fucks with me daily, and I really don't think he would unless he understood I will do the same. Strengthen your bond with your cat.
My cat has like ten games that all involve hiding somewhere in the house he knows I will walk past, and ambushing me and biting me. And then running away.
He is not understimulated. He requires a minimum of 30 minutes of uninterrupted fetch a day, and frequently gets hours of it. He's just an asshole. A hilarious asshole.
I have yet to put a hat on him but if I did he would absolutely deserve it. It would probably be a sombrero with the word "dickhead" written on it.
They're cats; furious is their default state, and the hat probably has little to do with it.
My familiar has a similar expression when I put his Halloween hat on him, but he still refuses to leave my side, even while looking angry
I unironically want to get one for me cat.
Sure, any cat posing with a hat loath Mike Myers and Seuss.