Back in my Montreal days had a good one:
Was at a bar, not too attractive girl comes up and says "Do you want to fuck me?" I say "uhm, not really".
So she asks "what if I buy you some drinks?" to which I reply "I already am running a tab".
She says "well what if I pay your tab, how much is it?" - "about $180 or so right now..."
She s=paid it for me and I held up my end of the bargain
Next week I go back to same bar and she's there like 'same deal this week?' - I turned to my friends with 'hey drink whatever you want its on my tab'
And we did, and she paid again, and I performd again.
Sugar mommies (though she was just 24 or something not old) rock!