You don't have to be a man to dislike the high maintenance woman. I dislike her too. The high maintenance woman expects you to go out of your way to fulfill her needs. She can be retired and you can be running a business and, when you try to make plans with her, she can give you instructions as to what subway line the restaurant should be near. If you're smart, you'll tell her to choose the restaurant. If she can't take the time to take care of her own needs, it's not your job to pick up the slack.