I believe we are in the process of transitioning to one day sleep at the moment, which is creating a few problems.
The first is that DH doesn't get home until 6pm or later, so Sam has dinner between 6:30-7 and has a later bedtime than most kids his age. It works for us, and he's always been pretty happy to sleep more during the day than most kids his age and it's the only way he's able to have time with daddy during the week, and he just loves his daddy...
However, lately he won't go down for his morning nap until 10am or later (he gets up around 7am). Yesterday he slept 10:30 - 2, had lunch when he woke up and then I had to wrestle him into another sleep around 5ish and he slept until 6:30... wouldn't eat dinner until after 7 and ended up not going to sleep until 9:30. We prefer 8:30-9 for him to go to sleep.
He went to sleep this morning just after 10am, and I'm seriously considering getting him up around 12:30 to give him lunch at a normal time and then get him to have another sleep (probably around 3 or 4 depending on how he goes) at a reasonable time in the afternoon and not push dinner and bed time out too late.
Do you think it would be mean to wake him up? Sure, it's great that he'll sleep for 3-4 hours during the day, but if he's going to do that in one hit, then I need him to stay up longer than 10ish, but there's no possible way that I can stretch him much further than that yet.
I know they say never wake a sleeping baby - but I almost feel like I need to in order to keep some sort of sensible structure to the day and a decent bed time!
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