Well, I am well aware of how harmful it can be to label and stereotype a child, and I am all for trying to avoid self fulfilling prophecies/labelling effetcs, ostracizing kids, etc., etc. BUT - my 5 year old's class does have a bit of a class clown who is always in trouble, always goofing about, often in the head teacher's office, etc. All the other parents know about this child being the worse behaved and some explicitly discourage their children from playing with the child. So I'm not sure how to feel about the fact that my DS is more or less best friends with this child. Should I discourage this friendship? If so, how to go about it? The thing is that my child is occasionally getting on the teacher's radar for poor behaviour, and I have noticed that it's always when he is in the company of this other child, usually at play time. I feel guilty about trying to discourage my child from playing with another child, BUT my child's behaviour is seeming to suffer because of it. Examples include firing off F bombs at home, and when aksed where he heard such language, he says it is from the child in question; challenging teacher authority, being violent towards other children - almost always when in the company of this other child. Any thoughts, comments? How do you gently encourage your 5 year old to broaden his rather small friendship group and how do you suggest he could make a better choice of best friend?