Most Helpful Guy
Great question man...
The key here is the focus of the question.
If I ask a girl, Do you want to go out with me? I am communicating that I'm not sure if she would even want to. It say's, I like you, but do you think I'm good enough to hang out with. It's seeking her approval.
I like to shift the focus of the question and assume she wants to hang out.
I actually just asked a girl last night: I said, "Hey let's go watch that new movie "No Strings Attached" this weekend. I got plans on Saturday, but I'm free Friday or Sunday, which day would be better for you?
So this way, I'm assuming she wants to go, and asking her about what would be a better day.
Or if you had a restaurant in mind say, "Hey I'd like to take you out to this cool place (Insert Rest), when would be a good night for you?
So the formula is to assume she wants to in the question, and focus the question on her availability over her willingness...