L.G.
He goes to one of those groups that AA runs for people who are addicted to shopping or just cannot form a budget. This is potentially a dangerous addiction that seems to be starting off small. It is huge.
Do not loan him money anymore.
I WAS married to such a guy for six years and he was in my pockets with both hands. That's why we got divorced. It went from small amounts to endless, and uncontrollable. I remarried to someone who did not have money troubles like that.