No it is actually one of his best friends
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sonic did cry ,around in episode 50 or 51 i dont remember, in sonic x when sonic was about to return to his world and when he was taking chris out for his last run with him, you could see some tear drops splashing onto chris' face and it is coming from sonic's eyes and the chris starts crying too.
Chris is 12 years old
when he gets really mad because the metarex captured cosmo and chris. This happens in episode 67 of sonic x. by mf842 :)
if you mean leave earth then it is 52 chris stopped him from entering the gate in 51
since they were in kidergraden