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Rupert has his own email address at his official website. You have to understand that he probabily gets thousands of emails, so obviously, he may not be able to reply to all of them.
Email Rupert
You can write to Rupert at Rupert GrintPeter Fraser & DunlopDrury House34-43 Russell St.London WC2B 5HA , UK I have heard that he enjoys replying to his fanmail by sending a short note along with an autographed photo, so keep your fingers crossed!