Hi Larry,
Yes you can print multiple emails at the same time
Please follow below methods
Hold down the Command key while selecting items, or also use drag-selection to highlight the messages.
Select File > Print or press Command+P.
This article explains how to print multiple messages in macOS Mail. You can print an entire email thread in one continuous print job, and each message is separated by a horizontal line instead of a new sheet of paper.
How to Print Multiple Email Messages in macOS Mail
Printing an email is easy in macOS Mail. Just select it in the mailbox and click the Print toolbar item.
Here's how to print multiple messages at once in macOS Mail:
Highlight the messages you want to print in the mailbox.
You can select multiple messages or mailboxes by holding down the Command key while selecting items. You can also use drag-selection.
From the menu bar, select File > Print.
Alternatively, press Command+P.
If it still not work then please check on any windows system of it's work on windows laptop then might be issue with Mac OS.
Let me know if it's work for you.
Thank you