Someone I know went out on her first date about 15 years ago— they went to the Twin Towers to the observation deck. This guy takes her up, and is evidently enjoying himself enough that when she complains that she has a fear of heights, he REFUSES TO GO DOWN!!! She was wearing a flare skirt which was poofing in the wind and apparently keeping the skirt down luckily occupied enough of her energy that she was distracted at least a little from her phobia. They then went inside and got sodas, and when they finished them the guy ASKED IF THEY COULD GO BACK ON THE DECK. She refused.
They did NOT get married, obviously. That was the first and last date.
She went on another date— they went to the Empire State building observation deck, she told him about the phobia, and he promptly took her back down and they went to Central Park instead.
They did end up getting married.