This sounds like an awful idea in general. First off, these women are broke.
Avoid broke, avoid hardluck. There are exceptions, but this is a standard to live by.
Why don't you focus on women that are healthy, lively, attractive and smart. These are women that take care of themselves and have the money to do so. Yoga classes, bootcamps, paddle boarding lessons, dancing lessons, shoppers at wholefoods...whatever.
If you're really set on these service women, go in when you want to...Pump gas when you have to and grab her number and get out. Go eat your cheeseburger when you're hungry, get her number and get out...
Right? Does that sound too obvious? Then you're an idiot.