People who frequently deal with emails in Outlook must be aware of a common issue. That is we won’t be able to reply with original attachments. This situation does result in multitudinous troubles. For instance, if in reply we’ve put forward some errors about original attachments, recipients who need to check the errors wouldn’t be able to find and open the attachments directly in our reply. They have to go to the “Sent Items” folder and open the original email as well as its inside attachments. Far and away, it is pretty inconvenient for both senders and recipients. In fact, this case isn’t involved with any outlook reply with attachment . It only manifests a default configuration of Outlook. In a nutshell, reply can’t attach original messages by default in Outlook. Nonetheless, we can configure Outlook to permit reply with original attachments. Here are the concrete steps.