Try this:
Create a Group List named "Doe Group"
Create a Contact named John Doe with the email address johndoe@whatever.com
Create a Contact named Jane Doe with the email address johndoe@whatever.com (yes, same as above)
Add both Jane Doe and John Doe to the Group List named Doe Group
In your Contacts list double-click on Doe Group
Save the email to your Drafts folder
Close the email then re-open it from your Drafts folder
Now look at the "To:" field
There is only one name!

WHY ???????????????

I have husbands and wives that share the same email address and belong to the same Group List. I usually contact them individually on different subjects. This time I want them to each get a copy of the same email.

Whaz UP?!