Oh! I want in, I want in.

1. How to handle WW when she crosses a boundary?
It depends a little on what your boundary is.
But, basically, if you set a boundary, then you need to stick to it. For example, if you say that you wont tolerate her disrespecting you, then you need to do SOMETHING if she disrespects you. If it's a conversation, then you walk away and resume it again later. If it's through an email or text, then dont respond.
Is there a specific boundary you are looking at with this question?


2. What are the examples of losses that could possibly shake a WW out of the fantasy fog?
Id say it's different for everyone. But basically,
they need to feel the results of their choices. If you are still there as her plan B emotionally, financially, etc, then there is no loss and no reason to change course. Does she have fear of actually losing you?


3. Best way of detaching that would catch the attention and GAL of a WW? Some of the things I'm doing are interesting to W, but she would never want to participate in.
The point of detaching is that you arent doing it to catch her attention. You do it to make you feel good which is, in turn, attractive.

4. How to be tough and a non-nice guy without coming off as your old self?
You can still be nice without being a 'nice guy'.
Think about why you are or are not doing certain things. Do you have expectations of her? Would you behave the same if your expectations were truly at zero?