Why doesnt imessage always send the messages to that one same contact?

I have the new ipod touch with ios5. Imessage ,at first, worked well with every contact... But sometimes it doesnt show me the delivered sign/ message which i assume that it didnt send the message. Help!! Whats causing this problem and how can i fix it?  Many think its because of the connection but i use the laptop at the same time and Its perfectly well! HelP!!

maybe the other person is deleteing your messages without reading it,hence the delivered sign not appearing.
and sometimes it happens to me aswell,not delivered

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