No, there is no way to automatically associate a From address with each contact and use this to send as you have described. But you can improve your work flow by following this system:
- Send the first message to the first group.
- In the Sent folder, click the message you just sent to read it.
- Choose More > Edit as New
- The first message will be opened in the Compose screen including the subject, body, and attachments.
- Change the From and To/Cc/Bcc as needed for the second message and send it.
- Keep doing this for all From groups.
Bill