I'm not so sure about the use of Anglish, which I think is a good idea to emphasize the conservative nature of these people, but may be difficult to pull off. I think it needs to be in comparison with other people who speak normal English, for example. I am presuming that you are going to game in English? Are there any equivalents to Anglish for another language that might be more natural. A more Latinate, or French version of English for example.
If you stick with Anglish, then I would recommend finding another word for Empire and Imperial, which both strike me as Un-Anglish.
I am also not sure I know what an "eerie checkout" might be, "newfound asideness" is a peculiar phrase, and I really don't know what "weightiness" refers to. It may be the intent to be obscure and strange, but I don't get the sense that this is an archaic version of a language.
Keith
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