I replay Morrowind maybe every few years, and I’m able to enjoy it every time I play.
As for movies, I saw barbarian in the theater and I have waited to watch it again even though I loved it, until just last month when I reunited with an old friend who loves weird horror movies, and it was so good. We actually watched terrifier also, and I hadn’t seen that in a couple years. It was so much fun to watch those movies sort of fresh with someone I knew would enjoy them, there were parts in both movies that surprised me again.