Unable to send from Aliases

In addition to my main me.com email address I have two aliases which WERE listed in the From: drop down menu. I would write my email and select the right address to send from and send the email.
Today I set up another alias and followed the instructions. Before clicking on the '+' sign to add an address I noticed that only the main email address was listed and not the two aliases I have. I carried on with the process - clicked on the '+' sign, filled in the details and then clicked on 'Done'. When I tried to use Mail to send an email the new alias was listed but the other two had now disappeared. I can receive email using these addresses but not send. Any ideas?

it seems it works only on iCloud.com but not when using the Mail program on my MacPro. It just can´t be right that this happens, and it can´t be so hard to fix?

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One thing should be mentioned: When jane is logged into her own profile in Outlook, she is able to send emails from Lucy's email completey fine. When Jane logs into Lucy's profile in Outlook, the emails all get stuck in the outbox.
In terms of the Send As permission, I would assume that Lucy has it as she is able to send email from Lucy's email when logged into Outlook on her own profile.

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