"But it might have been nice if you'd broken up with her before you asked me out on a date."
"I got the sense that he was not getting a lot of phone calls from women asking him out on dates."
Before she leaves, however, he asks her out on a date.
The man would ask the woman out on a date.
It certainly sounded as if he was asking her out on a date.
He asks her out on a walk in the park the next day.
I met this girl (like many good stories start) and asked her out on a date.
"I am trying to ask you out on a date."
It's just like when you ask somebody out on a date.
"The girls get picked up by the summer guys, who later come back to ask them out on dates."