No problem. Judging by the time of year I kind of figured. But it’s still good to hear you weren't sick or anything.
Yes! It does hurt

. I have always had long hair and OW! Although I can rip through own tangles just fine.

As long as he lets you, do it. It doesnt matter if he’s eating. That’s actually a bonus because then you can get his backside which is usually the hardest to get to.
Is your home, or at least where Bugs stays, fairly warm? I dont imagine you should have anything to worry about. But it’s good you care.