I am sure you have such times or similar. Don't be hard on yourself,it is not a complete lack of self respect it is a kind heart, but just be aware of him taking advantage.
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I always used to drop coins in the beggar with his dog begging bowl,knowing he went to the pub as soon as he had enough, now I put a tin of dog food down! Yep I am smart. You can sort this, you don't have to just accept it.
I don't know what the arrangement with Gabe is...but if he used your money to buy broom a happy meal..then i would cut the money off....
