I'm certain there's a better way to entitle this question, so maybe someone can edit it.
Consider the word the word "we'll". My understanding of the Fill-Feel Merger means "we'll" could end up sounding like "wheel". In fact, I'm pretty sure I've heard that pronunciation in a southern and/or Black English.
Assuming that does become the prominent pronunciation, does that imply that the pronunciation of "wheel" will change? I imagine there are other examples of homonyms developing in this way. Does one word typically "win" over time and keep its pronunciation longer? I guess I'm asking if homonyms change at a greater rate than other words; and, of so, is there a pattern to it like: the more frequently used word "wins" or is more resistant to change?