Two contacts that I have been sending email to for years, recently are not receiving email from me.  I have not received a notice that they are undeliverable.

After sending many messages, I get many *** Email address is removed for privacy ***  Delivery status notification (faiilure) or something similar returns.  Opening this I get:

 

This is an automatically generated Delivery Status Notification.

Delivery to the following recipients failed.
 
       addressee emaill address.

 

and the body of the message that was sent.  No error codes or anything else!

 

This happens for about 25% of a mailing, and these addresses cannot be sent no matter what I do.  Sending through SMTP from hotmail account I have had for 20 years or so.

 

I can recapture these email addresses, but how can I send to them?

Some of my emails never get delivered.  Even if I hit "reply" so I am absolutely sure I am sending the message to a valid address, the person does not receive the message and I do not get an "undeliverable" message so I don't know that the email is not received.   It only happens to certain email addresses and not all the time........ so I don't know the message has not been received until later.
trying to set up a second email address.  it says its there but when I try to send myself a test email, it bounces back undeliverable.  Then, under the verfify part, it says try again later, for teh past six days?  Any suggestions for finding a solution?  Thanks!

"You can't use @msn.com in your Microsoft account email address. Please try a different email address."   This is the error message I get, even though it allowed me to set the email address up in the first place???  Wouldn't matter as much but already printed the wife and my business cards....