Heels may be uncomfortable and unhealthy. Many do not like them. You want someone to be uncomfortable for you?
Why don’t you look from her perspective……. he knew I am 5-3 and he agreed to go out…. finally a person who cares about who I am and not my height! Surely if he was hung up on height he would not have agreed to this!
My Rebbi used to say that his father frequently told his short family that height is measured from the shoulders up.