Because of its anomalous nature as the sole allegory in Tolkien's corpus (to say nothing of the scorn visited on allegories by him) Leaf by Niggle always stands out as somehow the easiest and the hardest of his works to talk about.
Easiest, because if Tolkien is going to write an allegory, by the beard of Aulė, he writes a pure allegory! Insofar as it IS an allegory and is very easy to map onto his own experience (up to the point where he has the Driver arrive, obviously), it feels like the most truthful thing Tolkien ever wrote. Given that Tolkien is a bit prone to forgetfulness when looking back at things years later as well as being as likely as any of us to tailor his reflections for the audience, he's acquired the reputation of being something of an unreliable narrator his own motivations. I think that's a bit untrue, but if you were to present a contradiction about his feelings in writing the The Lord of the Rings between a statement in the Letters and something in Leaf, I would instinctively side with Leaf as the truer of the two, ten times out of ten.
But, on the other hand, I find Leaf quite HARD to talk about, because... what is there to say other than what the text on the page itself says? This may be the only thing Tolkien ever wrote where I can't recall a single nugget of interest ever being referred from an earlier draft or background materials.
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I prefer history, true or feigned.
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