Send message to multiple emails in same contact

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I have a group set aside in Address Book of my students. The contacts have their parents names, but each contact might have 2 or more emails consisting of each parent, as well as the student. When I send a group email out I want it to go to everyone's email in every contact in that group. How can I make this happen? It just seems to want to send it to the top email in the contact. Is there at least some workaround of getting it to work without having to make a bunch more contacts like exporting, or saving emails to a text document?
 
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In contacts you can select the email to be used by going to the Group, selecting Edit > Edit Distribution List...

There is no way to send emails to All stored email address'.
But...
You can make 2+ Groups, and put the same person in both groups choosing the different email address in the Distribution List, then send the address the email to both groups.
 

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