First email in Outlook Outbox is always undated and won't send

Outlook had no problems one day, and then for no apparent reason it began misbehaving. I have changed settings, scanned for a virus, deleted and tried again, done multiple Send & Receives, rebooted, and prayed for digital healing for two days with no
relief. Here's the problem.
The first email in my Outlook 2010 Outbox queue is always undated and
will not send. If I have two (or more) emails in the Outbox, the first email is undated, but others are dated and will send without a problem. However, if I delete the undated email, the previously dated email moves to the first position and
becomes undated, and will not send. Again, only the first email, however it gets there,
is undated.
I am gaming Outlook by leaving one dummy email in the Outbox all the time. It was Sent there just like the others, but it stays undated and will not send. Emails added after it in queue are properly dated and will send. This is a ridiculous
way to run the Outlook email client.
Outlook 2010 (ver. 14.0.6129.5000, 32-bit), part of MS Office Pro Plus

If there is any Emails stuck in the Outbox in Outlook, please try this:
http://support.microsoft.com/kb/2663435
http://blogs.office.com/b/microsoft-outlook/archive/2012/07/06/how-fix-email-stuck-in-outbox-in-outlook-.aspx
http://www.msoutlook.info/question/257
We may also use MFCMAPI tool to check if there is hidden messages (like Read Receipts) stuck in outbox folder and remove it by the tool.
http://www.slipstick.com/how-to-outlook/delete-stuck-read-receipts/
Thanks.
Tony Chen
TechNet Community Support

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First email in Outlook Outbox is always undated and won't send

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