Hi Alyx. That’s a great question and I’m sure a very common one. For me personally, I skipped dilating during the first 3 days of my cycle and then resumed dilating during my last 2 days. In the beginning, I was so afraid that if I skipped any amount of time with the dilators, then I would never be able to dilate again. This wasn’t the case at all. Again, in the beginning, if it ever felt a little tightness dilating after my period, I would begin with purple and work my way up to blue. I also used a lot of lubricant. This was a very good question and I can’t wait to read more of your posts.