Please take a look at this thread.
I have all of this working. I have created my custom styles and have added them to the editor.
I have modified and mapped the templates for generic content.
As long as I am in the Generic Content MODULE everything works as expected.
However if I am in a Generic Content item that I have DROPPED ON THE PAGE my custom styles do not show up.
Is there something I am missing? Do I need to map an additional template somewhere?