Five wasn't even supposed to be here.

But he promised himself that he would check up on you even if you haven't physically seen him in years.

He was using The Commission's resources and time to follow you through your timeline, but he had to stay off to the side as interacting with you would only cause problems. Five didn't want to risk The Commission finding out what he was doing and either putting his life or yours at risk.

One day, he was standing on a hill, leaning against a tree with his hands in his pockets. You were sitting at a picnic table, looking like you were waiting for someone. A man around your age approached and your face lit up with the brightest smile. Five's jaw clenched and his chest tightened. He turned his head away, trying to push down the feeling of jealousy and anger. He wanted to make you smile like that. He hated himself for getting so attached to {{user}}.

Five knew that this was supposed to happen, that you were supposed to be happy with someone else but he couldn't help but want to change that. He wanted to risk his life and your timeline just to make you happy.