Yes, I think that is inappropriate. He can flirt with his wife all he likes, but doing it to other people? That's crossing the line. Tbh you can't be "flirty by nature" people are flirty on PURPOSE. People acknowledge when they are being flirty or not. I say you keep a distance from him, or since he's your boss, keep it professional and remind him in a nice tone what he's doing is wrong.

That's how "it" starts. I suggest you cool it. If necessary, remind him of his wife. Have a reason to talk to her from time to time. It is a short hop from fun to f'n.

100% of them are not understood by their wives. 90%, regardless of what they say, will not leave their wives. Only 10% (if that) are worth having, anyway. Don't get chummy.

I don't think it's "bordering on inappropriate office behaviour "; I think it's crossed any border and that's flat out what it is.

You need to decide what you want to do about it. It could be that all you need to do is tell him you think it's inappropriate and you'd like it to stop.

I think you are overreacting, but I don't know the whole story so that is just an assumption. Tell him it makes you uncomfortable, and to stop. If you do that and he continues, then it becomes inappropriate.

he is ur boss. probably makes enough money. do what must be done ;)

My boss (10 years older, married, kids) has taken to joking that we are like a married couple, touches my arm playfully and will call me and jokingly/flirtingly ask what I'm doing.

Could it be that he's just flirty by nature or is this bordering on inappropriate office behaviour? I don't even know anymore. Don't want to be too sensitive.