The $100 Steve asked me to borrow will also turn directly into housing. He said that he needs it to meet his rent, and he's not lying: he will use it to pay his rent. Nevertheless, that just enables him to continue his hookers and booze habit.
If he can continue to both pay his rent and continue [his habits that you disagree with], is there a problem? Is the problem that Steve won't pay you back, or that he won't pay you back because he spent money on [habits that you disagree with]?