Couldn't you put that media on when they were kids?

I know movie nights are not a thing every family does but I'd imagine having one day modern movie, one day oldish from 80-90a, another day a classic from the 40s, etc.

Wouldn't that have worked if you started from when they were young?

I'm just thinking as that is my plan for when/it I have kids: mix older media with new one and just enjoy it with them. If it is truly good and not just nostalgia, they should be enjoyable even as a rewatch.