I don't understand someone who would bulldoze thru boundaries. If therapy sets up a one email a week boundary, there is no way I would do two. Ever. No matter how bad things got. I may need to leave a voicemail, but I would not do the second email. I hate to label people, but there is a personality disorder that is known for always finding a reason to break the rules, and I believe that disorder is best treated with really firm boundaries like DBT (according to studies). I would think a t that allows a client to always break the rules wouldn't be doing their job.