How to print envelopes from Outlook selected contacts?
With the Outlook "Mail Merge" feature, you can easily create envelopes with Outlook selected contacts' information and then print them all at once from the Word application. Please look at the following tutorial for more details.
Print envelopes from Outlook selected contacts
Print envelopes from Outlook selected contacts
1. Shift to the "Contacts" view by clicking "Contacts" in the Navigation Pane.
2. For easily select the contacts, in Outlook 2010 and 2013, please change the contact view to List by clicking "View" > "Change View" > "List".

3. After selecting contacts, in Outlook 2010 and 2013, please click "Mail Merge" in the "Actions" group under "Home" tab.

4. In the "Mail Merge Contacts" dialog, you need to:
A: Check the "Only selected" contacts box under "Contacts";
B: Under "Merge options", select "Envelopes" from "Document type" drop-down list, and "Printer" from "Merge to" drop-down list. And then click "OK".

Notes:
1. You can create an envelope in a new document or an existing document as you need under "Document" file;
2. Save this contact data for feature use under "Contact data file".
5. When a prompt dialog popping up, please click "OK".

6. In the "Mail Merge Helper" dialog, click "Setup" button.

7. In the "Envelope Options" dialog, configure the envelope and printer settings under "Envelop Options" and "Printing Options" tabs separately. And then click "OK". In this example, I keep all the options by default.

8. Then close "Mail Merge Helper" dialog and a blank envelope pops up. At the lower center of the blank page, click it, and a text box will be showed.

Tip: In the blank envelop, you need to enter your return address and the delivery address.
9. Click on the blank text and then click "Address Block" under "Mailings" tab.

10. In the "Insert Address Block" dialog, select a recipients’ name format under "Insert recipient’s name in this format". And then click "OK" button.

11. Then you can see the text box is shown as below screenshot.

12. Click "Preview Results" in the "Preview Results" group under "Mailings" tab. And you can click and
buttons to preview all the addresses.

After clicking "Preview Results", you can see the difference as follows:
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13. Then click "Finish & Merge" > "Print Documents" under "Mailings" tab.

14. In the "Merge to Printer" dialog, please check the "All" box, and then click "OK" button.

15. In the following "Print" dialog, click "OK" to start printing. And your envelopes which including the selected contacts information will be printed one after one.
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