J.L.
My 10 yr old started doing this too at this age. We have tried everything the good and the bad. He is still an over sensitive child and you know what that's ok. The only thing that helps is he gets to talk to the school counselor. Bugging him to much about why he cries WILL only in time make things worse. The biggest mistake I have come across is "he needs to toughen up." His father had this look on it and it only hurt my sons feelings. This is not a maturity issue unless the crying follows with a tantrum. Stay strong and check into finding him someone outside of the family to talk.