After my toddler wakes and we have breakfast I would go out for a bit to either run errands or go to playgroups . Around 12:30-1 he will have his nap for two hours then won’t sleep until night time. I’ve recently gotten him into this routine and he’s been sleeping the whole night for the first time so I don’t want to ruin it . My friends son who is also the same age as my son has a different routine. He tends to go bed late around 2am meaning that he wakes up later on in the day around 12-1 . As a result every time we try to make plans to go to earlier playgroup sessions which run around 11:30 she’s unable to make it and cancels . She wants us to go to the later session which is around 1:30 after her son wakes up. The only issue is around 1:30 is my sons naptime. I did try to compromise and went once at this time which resulted in me having to wake my son up during his nap . He ended up having a second nap very late in the evening to make up for it and as a result went bed very late after 12am and didn’t sleep well that night. So I decided that I didn’t want to do that again. I’ve asked that she maybe get her son to wake up earlier in the morning for like 10:30 -10:45 and maybe it could help get him to bed earlier . But she says that she can’t do earlier than 12 as she’s sleeping too. Which I understand but It’s hard to compromise in this situation. I just don’t want my son to start going bed late and ruining his bed time routine which will happen if I keep interrupting his naps. I’m thinking about not making any future plans because of this. I would rather go by myself to the earlier session. Ideally I would like to tell her that making plans to go to these sessions won’t work because if I follow her schedule as it will result in my toddler going to bed very late as it has before and I don’t want that. But I feel like saying that would sound as if I’m being judgemental towards her parenting decisions as she allows her toddler to go bed late . Any suggestions on how to express this to her without her feeling judged.