First I would like to apologize for not answering this on my WIW thread. I tend to post mornings/evenings and very rarely during the day as I can only access YLF then from my iPhone and I hate typing anything long on that thing.
There wasn't any particular blog post/guidelines on how to update bootcuts, I think the topic just naturally came about as a Rae started a Bootcut Bootcamp last week and a couple of us decided to join her.
I think Aida pretty much hit the nail on the head: I personally treat these jeans as modern classics and try to end trendier tops/shoes. For myself, what I found works really well is tucking into them with an interesting belt, as nobody tucked when they were super popular 5 or so years ago, and it is quite on trend now.