Imessages getting lost

I have 2 iPhone 4 on my AT&T account. And, it is only with these iPhones do I seem to have this issue. iMessages are not always received between the 2 phones and there is no notification of failures, instead, I ask the other person, did you get my text and they did not. Both iPhones use the same apple ID, but I can't imagine that's the issue. Any ideas on why some iMessages are just getting lost?

I think iMessage is like the Bump App.  It could be akin to an immediate "peer to peer" type arrangement coordinated by Mother Apple.
Your device (iPod, iPad, iPhone) tells Mother Apple, via the internet (Wifi or 3G) that mobile No. or an eMail address is "online" and can receive messages.
People who want to message you from their devices are doing the same thing in "advertising" their presence and availability to Mother Apple with their "addresses" which could be phone numbers or eMail addresses.
When you want to send a message then it basically goes via Mother Apple who matches you up and makes the connection.  If the other party drops off the internet during the messaging session for any reason, then, whilst your message is considered by Mother Apple to be "delivered" it is not actually received.  I don't think Mother Apple have the facility to "hold" or store messages for later delivery, they are just the "exchange".  Mother Apple could, however, snoop on conversations and this might be in the fine print of the terms and conditions.
If iMessage (ie an internet connection) is not available, then the SMS will most likely be sent as per the 3G network.
Re-registering your device is probably not a bad idea !

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