I don't have the time at the moment to fully respond to this, but crybaby refers to a character that cries way too easily. I'm honestly not sure where your confusion is with this.
I can't entirely speak to Willie about this, but you would seem to have a bit of a disconnect with Lester, then:
Up until now our only issue with this tag has been users tagging anyone they think cries too much with the tag even if it is justified given the characters situation.
I suppose there is some subtle difference between "cry too much" and "cry too easily." The confusion is that most people think of someone as a crybaby, who cries for more selfish and cowardly reasons. The term describes more about a person, than one simple action (cry). That is why the tag is misleading, because anime-planet pretty much uses it as someone who cries a lot... and is surprised when they get a ton of crybaby tags for people who cry a lot?
But is is, ironically, this exact argument I made with my Haru thread. Yes, he cries... but 90% of them were justified, ie, a girl just sacrificed herself for him, might not live, and then relief when he comes back. Or when someone he cares about is about to be taken away. Or when it looks like they will lose, and they will lose everything, and thus make someone he cares about sad. Or when the person he loves is laying on the ground, not responding while they were in a dangerous situation.
Not to mention that he has mental trauma (a theme which plays promiently into the very fabric of the story), so we might as well call everyone with a mental trauma a crybaby. Parents divorcing over him, which he witnessed them arguing as a young kid, which led to him overeating and blanking it out of his conscious mind. Which led to years of bullying, and seeing his two closest friends grow together and away from him. Hell, Chiyu sheds tears almost as much as Haru, and doesn't have the tag. You only see it more from Haru because he is in the spotlight more.
And someone in those situations isn't justified? Sure, you can find maybe one or two times he sheds a few tears where it normally wouldn't be warranted (while not taking into account his mental trauma)... but they are the vast minority, even in the anime.
So the overall argument isn't against whether someone cries, but what reason it is for. This seems to be a difference even between people talking about this. One will say it is because he cries a lot. Another will say that they turn down submissions of people crying a lot. And you wonder where the confusion is from?
Other examples: I notice Pedro from Excel Saga isn't tagged with it (but Soun Tendo from Ranma 1/2 is), but he would seem to fit the bill of someone who cries easily. They make reference to his twin waterfalls of tears often enough. Pedro is more of a crybaby than Haru is, if we're going with someone who cries easily at every little thing. Soun can be prone to waterworks, but it is one of those things that is overblown in the fandom, like Kasumi saying "ara/oh my" all the time. It happens, but not that often. More often in the anime, than in the manga (then again, the anime turns the characters is more caricatures than actual people).
If I concede enough to say that there might be confusion either way, at least going with the standard dictionary definition would leave a solid foundation to address things with.
Anyway, I've offered several ways to help correct misunderstandings (which, if you are getting a lot of crybaby tags that you reject, that would indicate that, yes, the anime-planet definition isn't what a lot of people think of). Namely:
1. Remove the tag
2. Add tags like "waterworks" or "emotional" to differentiate the different states. Someone can be emotional without being a crybaby. Someone can shed tears without being a crybaby.
3. Add the definition to the page when people click a tag, so they get a definition as well as a list, and aren't confused about how anime-planet tags things.
Not to mention, there is still a broken tag link. If you really want to cut down on tag issues, it might be a good idea to fix that. Namely, when you go to edit a character, you have the helpful "
How to Add or Edit Characters" link in the character edit screen. On that thread it goes to, there is a link in the "Tags" section that leads to a "Page Not Found." It should probably be fixed to point to this thread.