Personality

When first introduced Sai was distingushed by total lack of emotion which he often masked behind a false cheerful if rather blunt facade. Through numerous mental conditioning by Root he'd had almost all his emotions suppressed, making it easier for him to accomplish dangerous, unpleasant, or unethical missions; with his only loyalty being to whoever commanded him. He particularly had trouble understanding how personal bonds can drive others and had no initiative of his own, show by his confusion over why Naruto would go so far to save Sasuke even though he had not been ordered to do so

Sai is a talented artist, but his lack of feelings prevented him from ever titling his work. His lack of social skills and obviously false outer mask frequently caused conflict between Sai and Team 7, as he makes the mistake of insulting the other members in an attempt to seem sociable. He tries to seem more compassionate by smiling, though his teammates come to dislike it due to his obvious insincerity.

After spending more time with his team, Sai comes to appreciate bonds, particularly the bond that exists between Naruto Uzumaki and Sasuke Uchiha. Sai began to break out of his emotionless shell and started to remember the ties he had had with his own "brother". In doing so, Sai was able to start giving genuine smiles.

Wanting to experience personal bonds for himself, Sai sets out to make as many as he can. However, since he is learning most of this out of books and by trial and error, he once again often accidentally ends up offending people. In doing so he has come to develop his own more pleasant and thoughtful personality, showing signs of enthusiasm, even nervousness, being friendly towards others, helping them when they need it, referring to them kindly, and having fun in social situations.

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