Error message; messages sitting in Outbox

I have been trying to send some e-mails today but I keep getting an error message that says, "This message could not be delivered and will remain in your outbox until it can be delivered. The server 'smtp.mac.com' cannot be contacted on port 587." I changed my port to 993 and one message seemed to go but the rest remain. I don't understand why this is a problem all of a sudden. I send e-mails every day with Mail on both my MBP and iMac. Funny thing though. I checked what port my iMac was using and it was 993 while my MBP has been using 587. I don't even know what half of this stuff means. Can somebody please help.

Turn SSL off for .Mac's SMTP server and try ports 587 and 25 for SMTP.
"Ports" can be compared to television programs. There is one cable connected to your TV, but there are lots of programs on that cable. Same with your Mac: there is one "cable" (maybe this "cable" is Airport), but there are many "programs" (ports) on that "cable". These ports are used to run different services (on different ports) on one and the same machine.

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Hi,
From your description, when you send a message from shared mailbox, the message is sitting in Outbox folder. I have seen some people have this issue, it is recommended to run Outlook using Cached mode as a workaround.
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Please remember to mark the replies as answers if they help, and unmark the answers if they provide no help. If you have feedback for TechNet Support, contact [email protected]
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RegisMcGarry wrote:
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Error message; messages sitting in Outbox

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