More of a WWYD, this, but would appreciate MN views.
DD in Y3. She has a friend in her class, a boy who she plays with sometimes (in and out of school). He's a slightly difficult character, but my daughter likes him and they share a lot of interests, e.g. animals, moshis etc. The problem is this boy really loves to control everything, and if he freaks out if he doesn't get his way. My DD and I have spoken about this before - I've taught her to politely but firmly tell him that "you are my friend not my boss" and to generally stand up for herself.
However, he's recently become physically intimidating to my DD and another girl if they don't do what he wants. He windmills his arms right in her face, and makes to punch her and slap her. He hasn't actually hit her, but the threat is there (also, he's a good head and a half taller than her) and they are being intimidated.
Basically, I believe that most playground stuff should be sorted out by the kids themselves, barring systematic bullying or physical abuse. But this kind of behaviour is a bit disturbing, seems to be crossing a line, and my DD hates it. I've tried to give my daughter some ideas on how to deal with him, but should I have a chat with his mum, or the school? Leave it in hope that it will sort itself out? I'm really torn.