1. No the speaker in does not feel that he made the wrong choice. The sigh that he makes isn't one of regret, but instead a sigh of satisfaction that he made a difference. What the speaker does regret is not being able to take both of the paths.
2. There will be a big difference because the road that is less traveled would be a completely different experience than the road that is more traveled. It would have a kind of untouched beauty that wouldn't be on the other road where people have already left their mark on the path. On the road less traveled, there would be a thrill of leaving your own mark without having it blotted out by those of other people. And, the fact that the speaker will walk a fresh path on the road not taken might cause others to follow the same way he chose until the path that is more traveled becomes the path that is less traveled. Then if the speaker came back to the same place a few years down the road, he could still take the road less traveled and go on the road that he didn't get to walk on the first time around.
I think this poem is about a person who came to a time in their life where they had to make a decision. The choice is between doing the same thing as everyone who has gone before him, or stepping out of the box and doing something new and exciting. When the speaker says that taking the road less travelled has made all the difference, he is not neccessarily talking about himself, but also of the others who would have followed his example and benefited from the experience of something new and not just conforming to society.
Romantic
15 years ago
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