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How to open attachments without always asking in Outlook?

When we double click an attachment in the Attachment Bar to open this attachment in Outlook, it always pops up the Opening Mail Attachment dialog box as below screenshot shown. And the Always ask before opening this type of file option in the dialog box is gray and invalid. Therefore, how could you open attachments without asking in Outlook? Below solution will help you fix it.

Open attachments without asking in Outlook

Open attachments directly without asking by saving all attachments firstly in Outlook

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arrow blue right bubbleOpen attachments without asking in Outlook

Please follow below steps to prevent Outlook from always asking when opening attachments in Outlook.

1. Close your Microsoft Outlook.

2. Restart your Microsoft Outlook as administer. Click to know more about running Outlook as admin.
In Windows 10, please click the Search button  in the Task Bar, type Outlook into Search box, and then click the Outlook program with holding the Ctrl + Shift keys. See screenshot:

3. In the popping up User Account Control dialog box, please click the Yes button to go ahead.

Now you get into the Microsoft Outlook as administer.

4. In the Mail view, open the mail folder containing the email with the specified type of attachments, open the email in Reading Pane, and then double click the specified type of attachment in the Attachment Bar. See screenshot:

5. In the popping up Opening Mail Attachment dialog box, please uncheck the Always ask before opening this type of file option, and click the Open button. See screenshot:

6. Restart the Microsoft Outlook as normal.

From now one, the specified type of attachments will open directly when you double click them in the Attachment Bar, and the Opening Mail Attachment dialog box won’t come out never.

Note: If you have enabled the Protect View for Outlook attachments (File > Options > Trust Center > Trust Center Settings > Protected View > Enable Protected View for Outlook Attachments) in corresponding Microsoft Office programs, says Microsoft Word, the Opening Mail Attachment dialog box won’t come out too. However, the attachments will be opened in Protected View.


Demo: Open attachments without always asking in Outlook

Tip: In this Video, Kutools tab is added by Kutools for Outlook. If you need it, please click here to have a 60-day free trial without limitation!


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  • To post as a guest, your comment is unpublished.
    JW500 · 9 months ago
    It works but only until the next Outlook update. Then you have to go in and do this fix again.
  • To post as a guest, your comment is unpublished.
    Enver Fırat CAN · 11 months ago
    worked, tnx a lot..
  • To post as a guest, your comment is unpublished.
    w · 1 years ago
    a potem następuje aktualizacja win i od nowa, co tydzień to samo....