Im hoping the woman is single...
Yes, she is.
are you sure that she is a in a position to date (ie scripturally free)?
Good point...
As far as I know she is.
dude, forget all this nonsense. roll up on that shorty and be like "look, we're too old for this high school shenanigans. howz about we get some dinner and party up, huh?"
I'm just gonna call her tonight.
The best way to develop anything is open communication. If you feel like there is an interest, talking about it will lead to answers and relieve any stress that could be associated with doubts... So good choice in calling her up...
you're right