This one hits close to home for me. My oldest DS met a boy in kindergarten who was also troubled (temper tantrums at school, no friends, etc.) We tried letting them get together and play but the boy called my DS names and there was some over the top rough play and it was not a good situation. I tried on and off over the next three years to give this boy a chance because I felt sorry for him and sorry for his family. Most everyone I knew forbid their kids from playing with this boy. Very long story short the last time I gave him a "last chance" he broke my younger son's femur during a snowball fight and he was in the hospital for a week in traction and in a body cast for three months. I have since decided that I can't risk being a "softie" for someone who is troubled and trying to help because my kids are far too important to take that risk again. Just be careful and maybe try to back off from having your DS play with this boy. I wouldn't wish what my DS went through on anyone and to this day I still have a hard time when I see this boy and his family.