Well, I still have some wounds on the outer and inner labia. When dilating, I try not to touch them, but it is inevitable. I do think that dilating slows the healing of those wounds, but not much choice. At first it might seem daunting, but I got used to it on about day 19. Then it became somewhat routine.
I turn on Netflix, and just spend some time with the dilators. I currently dilate two times a day, 60 minutes, split over the afternoon and evening. I am up to dilator 4 already, which cannot go in completely, but at least I can maintain my 5 inch depth already without much effort.
I still can't fathom dilating 5 times a day. I tried 3 times, but it completely consumed my entire day. Much respect for those who manage five times. I simply can't. Too sore to maintain such schedule.