A great Outlook feature is that it can be extended with plugins. Much like the Mozilla Thunderbird email client or the Firefox web browser with the exception that there is no central plugin repository and no comfortable way of managing the plugins.
Reply All With Attachments is a specialized plugin for Microsoft Outlook that has been designed for users who regularly include attachments that were attached to email messages that they received. The add-on has been tested with Outlook 2007 but chance is that it will also function with previous and future versions of the email client.
It has a few additional requirements especially the VSTO 4.0 runtime. The Reply All With Attachments plugin can then be installed by double-clicking the downloaded file. Users should ensure that Outlook is closed during the installation. A new entry called reply all with attachments should appear under the custom actions button in the main Microsoft Outlook menu.

A click on the new entry will automatically open a new email with all attachments of the original email attached. All recipients that have been listed in the original email will also be added as recipients in the new email. Reply All With Attachments is available at the developer’s homepage.
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wrong url:
http://replyallwithattach.codeplex.com/
Very handy! Anyone tested it with Outlook 2003?
Thanks for linking to my add-in. Here is another cool one that converts your email to meeting invite including attachments