Luna figured out, he wanted to get outside and explore! He has been in this castle for so long, and he should be fine now that she was no longer feared. She asked him if he wanted to go out to the town, thinking it would make him happy to get outside with his mother. He simply shook his head.

“Mom…,” Shadow started, “I want to leave Canterlot…. I lived in this castle for a long time, and now I want to see what the world is like outside! Meet new ponies, make some friends, have the live I never got to have! I want to go to ponyville.”
Luna just looked at him shocked. “W-what?” They had only been together for a little time, so she was not ready to just lose him, but he was a grown pony, he was in charge of his own life. “I-If that is what you want to do, who am I to stop you?” She said, half-forcing a smile.

Later that day, Shadow got on the train to ponyville, leaving his family in Canterlot. On the way there, he began to think of all the ponies he would meet. He also thought, 'What if ponies are scared of me because of my mother.... what if they recognize me!' He was stressed thinking about what might happen for the rest of the ride.

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