If you can't rely on them telling you, how do you know what people want?

I have a teenage sister who sleeps over at my house once a week. She started doing this when my parents split up, and as far as I’m aware, we both enjoy it. I know I like spending time with her. We see each other pretty much every day, but there is a different quality of our time together when she’s at my house, simply because we both concentrate on each other.

Now…at the moment, she will insist on rescheduling when we miss our regular date, and she very clearly looks forward to our “sleepovers”. However, she is a people pleaser. Always has been. I’m not sure she will tell me if, at some point, she doesn’t enjoy the arrangement any longer. I would hate for her to feel pressured to keep up a ritual which she no longer needs or wants.

Do you think I need to talk to her about this? I hesitate to do so, because I remember people giving me similar “speeches” when I was a teen, informing me that I was free to drop all of my childhood rituals. They did not make me feel independent, they made me feel pushed away. I wasn’t ready, and I didn’t want to be. What’s your opinion?