Heard this from a guy who was my roommate in yeshiva at the time. He told me this story right after the date but I think it’s greatly exaggerated.
He couldn’t borrow a car for the date (this I know is true, I was there when he made the calls) so he had to use a car service. Right from the beginning he got annoyed that she was asking what he felt were dumb questions. Eventually he gave up on the date and decided to give dumber answers.
So, um do you know how to drive?
Well, I had to stop recently until I can get my sleep apnea under control.
Yeah, so how was Purim? (The date was between Purim and Pesach.)
Good
Did you, like, get drunk?
No, alcohol is horrible for my stomach ulcers.
Aha, uh did you, ah ya know, smoke?
Nah, the doctor told me to hold off until my collapsed lung is fully healed.
How about dancing with your friends, did you do any of that?
Oh no, none of that, not until I lose some weight and my knees stop buckling.
So how is Pesach cleaning coming along?
Oy, I started but I got an asthma attack from all the dust so I had to stop. I’ll leave it for my roommate (yeah right)…
(No, they did not go out the next day, (he had to get his dentures fitted,) or the next (he had 47 ingrown toenails,) and no, they did not married.)