Sai doesn't have a last name. sai is just a code name like captain yamato because they are both anbu and they have to keep their idenities a secret
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his real name is Naruto Uzamaki Namikaze
Sai does not wear glasses.
NO because he is just a cartoon and therefore doesn't have any real emotions.
Sai's real name hasn't been revealed yet. c75e6540-e295-48c9-ab22-bccd68d042ce 1.03.01
Naruto meets Sai right after returning from his mission to save Gaara. In the manga that would be book 32.