My son tends to sleep that way too. It is sad because I hate to disturb him more than necessary. We still do at least two checks after he is asleep, usually around 11 and 3a. We have had to make adjustments with basal from time to time. We find that setting a temp. basal helps a lot if he seems to be trending too low. We do another check but he seems less bothered by that than when we are trying to make him eat or drink something. I would like to feel confident about not having to check him in the middle of the night, but we had one night when he had gone super high and when I looked at his site, the catheter was out. The tape was still mainly intact but the catheter had slipped out of the skin. We did a quick change, but had to cover with syringe until he was back in normal range. I had put cottonballs in his pullup and checked back later and he had large ketones. We have never tried to use his toes. I guess I thought it was less accurate than the fingers and his docs had never recommended it. I wonder if he would react to that more now,since he isn't used to it.
It does make me sad when he pulls away in his sleep, even more so if he whimpers a little :( And it breaks my heart that he now says with the site changes "Not the hurt thing" :(