What's happened is he advertised for this. A girl to see him once a week and receive a monthly allowance.
In case it's not already very clear, if you are going to do this, that 'monthly allowance'
HAS to be in advance.
Otherwise you will shag him for three weeks, then he will go 'I've decided that you aren't worthy, I am not paying', and you will never see the money. And the more he says he'd never do something like that, or gives any other excuse for not doing it cash upfront, the more certain it is that is exactly what would happen.