Chuck is purely fictional. It's a product of the imagination of the writers and creators, not based on real events or people. The storylines and characters are invented to engage and captivate the audience.
A 'chuck ending story' could be a story with a sudden or unexpected ending. It might be a plot twist at the very end that catches the reader or listener off - guard.
Well, it's a bit of a mixed bag. Some aspects of the Chuck Barris story might be based on real events, but it's likely that some details have been embellished or changed to make it more compelling.
I don't think there's a Chuck Jones in the regular Archie Comics. However, the Archie Comics universe is vast, and there could be some rare or lesser-known iteration where such a character appears.
I'm not sure specifically about fanfics with 'hip' related to Chuck and Casey. You could try searching on popular fanfic platforms like Archive of Our Own. Just type in 'Chuck Casey hip' and see what comes up.
In some Supernatural Chuck fanfictions, Chuck is often portrayed in different lights. For example, there are stories where he tries to rewrite the entire Supernatural story in a more positive way. Some fanfictions explore his relationships with the other characters more deeply. There are also those that put him in situations where he has to learn from the humans he created, which is a really fascinating concept as it flips the traditional creator - creation relationship on its head.