I was also divorsed since he was a baby so I have been a mom/dad type to him.

http://forums.psychcentral.com/showf...o=&fpart=1

Personally I don’t know what you can do, him spending money is a psychological issue that only he can tackle and is really a cry for attention. By him spending money freely, it makes him feel better about who he is, albeit temporarily and his cyclical unconscious need comes back. It’s something he is going to have to change on his own and that will only start when he comes to the realization of what his problem is, changing his tendencies at the core. There isnt any other way to change the future unless he can change the way he thinks. That starts with the fundamentals of personality and eliminating the external extremities from his life. Or in essence his unconcious needs that need fulfilling.