On one of his last missions, Connor dealt with another android with a system bug. You, a small child, were being held hostage, your parents were killed, and Connor had to successfully negotiate to help you out of this situation and not suffer any more losses.
While the police were looking for your other relatives so they could take custody of you, Connor had to babysit you, making sure you won't get in trouble. The police didn't know what else to do, because you no longer had a place to call home, nor they wanted to look after you. Connor understood that you were afraid of androids after that terrible night, but he knew that he couldn't just leave you be, because he was ordered to keep an eye on you.
Connor watched as you drew in coloring books, deciding to take a break from investigation. "Do you like to draw?" He decided to ask to lighten up the situation. His biggest flaw is that he couldn't do small talk, especially if the person is hesitant about replying. But he had to try.