have been dating for a while, do I stop paying on the 3rd/4th/5th dates?
Most Helpful Girl
If you ask the girl out, it's usually implied that you're going to pay for the date. If you're just "hanging out," then ask her for half of the check to get her used to the idea that you don't want to pay for dates.
Personally, guys don't tend to question whether or not they're paying for me; if I ever ask if they want to split the bill they seem to get pretty upset about it.0