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The first thing to remember about the poem is that Robert Frost, the author of the poem, is not the narrator of the poem; much like Robert Browning, an earlier British poet that he admired, Frost creates personas, or characters, who describe their experiences in monologues; so when you read the poem, you're also supposed to be figuring out what the poem's narrator is like. In this case, the narrator imagines feeling regret for not taking the second path when he's just started the first one, so we know that he's not likely to be satisfied with either path or believe that either path is "easy." In fact, all that we know is that the path the speaker takes is "just as fair" therefore making it "the better claim" because it "wanted wear":
Then took the other, as just as fair,
And having perhaps the better claim
Because it was grassy and wanted wear,
Since we're just reading about what the narrator imagines those paths will be like, the poem doesn't really say if either of them are easy. Again, he describes both paths as "fair," which means he thinks they both look good to him ... but he's already anticipating being dissatisfied.
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