I think you're measuring something other than spelling here, closer to measuring prevalence of certain dialects. Especially in the "anyways" example: if there's something objectionable about that word, it's a usage objection, not a spelling objection. People really do say "anyways", and that would be the correct way of writing it if you accept that usage. Spelling it "enyways" or "annyways" or something would be an orthographic error, on the other hand.
As for anyways, I think your classification there will depend on who you speak to (which is the point of the analysis).
As Jorge Luis Borges once said, all words were once neologisms.
For something to be standardized or make it into a dictionary, lexicographers look at its popularity. If we reduce language to the most simplest idea, it is exactly this: a set of popular phonetic sounds from which humans derive agreed similar meaning.
The phenomenon of adding an extra sound to the end of a word is called paragoge.
For anyone that is interested and is not familiar with it, linguistics has a lot to say on the addition and subtraction of sounds at the beginning, middle, and end of words. Here is a link: http://en.wikipedia.org/wiki/Metaplasm