Recently my ATF Christie asked me for a $5000 loan. I told her I didn't have $5000, which was not true but which seemed nicer than an outright refusal. Christie, I'm sure, would have every intention of repaying me. But I'm also sure she would never get around to it and that would be a deal breaker. I have "loaned" her smaller amounts and I've let it slide when she didn't repay them. However, I would want my $5000 back and our relationship would end over the arguments about the money. I would lose my ATF and my money.
I decided that $500 is the most I would ever "loan" Christie.
How much would you loan your ATF, knowing she would probably not pay you back?


Nothing if you thought she won't pay you back. Otherwise $100 tops, but only if you are doing very regular business with them such that you can take it out the amounts you would be paying them.
Most strippers can't see beyond the immediate moment so there is no way they can get it together long enough to repay $100. Also some just like the thrill of ripping people off so much that they go with the $100 immediate gratification ripoff even if costs them many times that amount in the long run.
Nobody (except txtittyfan) ever accused strippers of being smart.