Suddenly cannot send email from MSOffice 2010

Starting Thursday, I began getting a pop-up box in Outlook (MSOffice for Home and Business 2010) regarding my password. Thinking I had been hacked, I changed the password but continue to receive the error.  Since then, I have been able to receive, but not send emails from Outlook.  I am not having any problems on my iPhone, iPad, or iCloud.com with sending or receiving my me.com emails.  In Outlook, i am not having any problems sending/receiving from my gmail account.
Today I deleted the account from Outlook, then added it back.  It is saying it cannot send the test email:
     Cannot send the message.  Verify the email address in your account properties.  The server responded: 530.5.7.0 No STARTTLS command has been given. 
based on that, i tried using the email address as   icloud.com instead of me.com but get the same error message.
When i open the icloud control panel it says that iCloud is not set up in Outlook.  I activate it and it shows as set up, but then when i open Outlook, the icloud control panel goes back to showing that it is not set up in Outlook. 
Help!!

Sadly, this is still not working.  I did fix the In and Outbound server names, but I have some questions about how to configure the rest per the settings you directed me to.
I have attached images showing you how I am configured now and I am still getting the same error message indicated above when I attempt a test.  The outbound email is still not working.
If I select requires authentication I get the following error when trying to use it.
For the Outgoing server, if i try SSL or TLS or Auto, I get the following error when trying to use it.

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