In Outlook, how do I forward multiple messages? View The Full Article In Outlook, you can forward several messages at the same time to a single user or a group of users. To do so, follow these steps: 1. Select the messages you would like to forward. While pressing the Ctrl key Cmd in Mac OS and Mac OS X, click the messages you want to select. Each message becomes highlighted as you click. 2. Click the Forward button. 3. Select or type the address to which you want to send the messages. You can select one user or many users, exactly as you would in composing a normal email message. 4. Click the Send button. When you forward multiple messages in Outlook, only one message is sent, but it contains several attachments. Each attachment contains the body of a forwarded message. Therefore, this feature is more useful when you know the recipient will be reading the message in an email client such as Outlook or Mac OS X Mail, as opposed to the Pine system.