I don’t know if it’s made more or less weird by the fact that in-universe the whole story is being narrated by Frodo so when writing that part he was like, ‘you know what this serious account of the war of the ring needs. SENTIENT FOX.’
So either Frodo fucking made shit up at that point to liven up the story of the trek to Buckland, or he literally woke up in the middle of the night and just turned over and saw a fox staring at him before running off. Good times.
alternate theory: Pippin woke up, saw a fox staring at him, and the next morning narrated to Frodo & Sam what he thought the fox was thinking and Frodo was like ‘Pippin. That’s hilarious. I’m putting it in the book.’
Pippin: So which part are you working on?
Frodo: I only just started, so it’s the trek to Buckland. But there’s not so much to say about it, you know? It was pretty uneventful before we ran into the rider…
Pippin: OH YEAH! I don’t know if I ever told you, but I woke up that first night, and there was a fox just staring at us!
Frodo: What?
Pippin: Pretty sure it was just wondering what we were doing in the middle of nowhere.
Frodo: … I’m putting that in the book.
Pippin: 😀
Frodo: gotta liven it up somehow
Merry: you could put in something about what I was doing
Frodo: what were you doing
Merry: unpacking boxes
Frodo: ….nah I’m doing Pippin’s thing
Merry: Oh, come on! When do I appear again?!
Frodo: When farmer Maggot brought us down to the ferry.
Merry: What?!
Frodo: Because that was when we next saw you.
Merry: but-
Frodo: besides, you scared everyone
Merry: I didn’t mean to!
Frodo: Well, you did, and I’m shaming you for it.
Merry: I can give you a full account of what I was doing the whole time!
Frodo: which was…?
Merry: unp-
Frodo: I’m not putting unpacking boxes in the book
Merry: we also had a very nice lunch.
Frodo: ……..I will consider putting the lunch in the book