"Hell, the door could be broken or just bad and you still have an expectation of privacy."
So let's take that argument to its extreme: you are standing in an open field going to the bathroom. Do you still think you have an reasonable expectation of privacy?
The problem with your argument is that it is based on the idea that if people want privacy, they are entitled to it even if they do nothing to protect that privacy. There is nothing wrong with expecting people to be a bit proactive when it comes to their privacy -- closing doors, drawing their curtains, encrypting their email. People should not just shrug about someone filming them on the toilet, they should do something to prevent it (and if a person started to drill holes in the door, sure, prosecute them -- for destroying someone's property).
"If someone were going into a restroom taking pictures, people would feel rightfully violated"
No, if someone were going into a restroom taking pictures of other people going to the bathroom in a closed stall they would rightly feel violated. Any weaker standard is basically saying that nobody can take pictures in public, because they might accidentally catch a person peeing on a wall and thus violate their privacy.
"The ease with which it can be done is irrelevant to the legality of it."
No, it is very relevant to the legality, because when we make easy and popular things illegal we worsen an already out-of-control criminal justice system. We do not want to start arresting people just because they are using their cameras, even if their cameras are mounted on their heads, even if they wear their head-mounted cameras into bathrooms. If cameras are everywhere and used by everyone, the answer is to build bathroom stalls that go from the floor to the ceiling, not to open the door to waves of prosecution (which will almost certainly be used selectively against "undesirable" people).
The appropriate place to draw the legal line with privacy is with people taking proactive and reasonable measures to be private. Putting letters in envelopes, closing curtains, closing doors, and yes, encrypting emails. You have no expectation of privacy in public parks, nor if your door is left open, nor if your curtains are left open, so why should you expect privacy when you send unencrypted email?