IMessage doesn't deliver from my iPhone 4s to an iPod who it has delivered to before?

Sometimes when I try to send iMessages from my iPhone 4s to my friend's iPod (who has an email as his iMessage), it doesn't deliver. When it does, it says Delivered. However, he has gotten them before, so randomly it will stop working. I tried resetting network settings and resetting my phone, still doesn't work. Help!

Hey jordannicole6,
Thanks for the question. I understand that you are experiencing issues with iMessage. The following resource may provide a solution:
iOS: Troubleshooting Messages
http://support.apple.com/kb/TS2755
Thanks,
Matt M.

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