That's not logic. That's not even a well thought out plan.
Do you not have anyone on the outside that would suffer from you going to jail time and time again?
While you're in a cage wasting your life, he'll be free, slapping your sister around still. Think smarter my dude.
First dates should be more about learning about the person that breaking bread
Meet her for drinks at a time of day that is "in between meals" (like 2-5 on a saturday -- too late for lunch, too early for dinner)
That way, it doesn't "feel" datey, she's gonna be more comfortable and she prolly...