From one contact, can receive imessage, can only send text.

My buddy has had a personal iphone for some time. All works well.  He got a work iphone today.  Added his contact.  When he texts me,it comes through as an iMessage perfectly.  When I reply to him it only goes as a text.  I send and received iMessages all day along.   Also he is able to iMessage his other contacts to and from without a problem.
What could this be?  I tried to reboot, turn imessage on and off, deleted the thread, created a separate contact for his work phone.
Help.
Thanks

MCWEB wrote:
Can I Copy and Paste text from one Contact to Another on iPhone 3G?
You will be able to do copy & paste when 3.0 comes out this summer.
Or even better while the iPhone is connected to my PC can I view the address book on the iPhone and make changes using my PC keyboard?
No. You would make changes to the address book on your PC and then sync via iTunes.

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