Mail your file directly from your context menu with MailMyFile

We are pleased to released MailMyFile. Do you find yourself mailing files to a particular email address very regularly? If so then freeware MailMyFile will make things a lot easier for you.

Simply download an install MailMyFile. Once you have downloaded the file and the installation is complete, a Settings box will open once.

Fill in the details including the email ID, password (The Passwords are encrypted before they are saved in settings.), Host (For example Hotmail is, GMail is, Yahoo is, etc.), Port details (The most common are port 25 and 587. So check your email settings to make sure), SendTo email address, Email title and message, etc.

The application will install to your Username\Documents\MailMyFile directory. It will add and entry to your right click context menu.

To mail this file to your regular email address, simply right click it and select Mail My File!

If you have email set to automatic, once you select MailMyFile email will be sent automatically and you will simply see a dialog box at the end. Thats it! No need to open your mail client or visit the website!

To access the settings again, hold Shift and right click the file.

The Settings box will open and you will be able to change your settings.

MailMyFile v 1.0 has been developed by Lee Whittington for The Windows Club.

If you wish to give feedback and have any questions, you may direct them to TWC Forum.

Posted by on , in Category Downloads with Tags
Anand Khanse is the Admin of, a 10-year Microsoft MVP Awardee in Windows (2006-16) & a Windows Insider MVP. Please read the entire post & the comments first, create a System Restore Point before making any changes to your system & be careful about any 3rd-party offers while installing freeware.


  1. Locutus

    I’d like to have an option to save it as, say, a draft on Gmail and have Firefox open to that draft. That way I could change anything I need to change (subject, body, recipient) before sending.

  2. The developer Lee says:

    You can do this through the application without having to open your email program.

    When you open your settings you have the option of not Automatically Sending the email. Just uncheck this option and when you click to email the file the application will appear for you to make any changes.

    If you need help with email Host’s and Port’s this may help you: Incoming and Outgoing Mail Server Settings.

  3. Paultx

    A portable version will be available in the near future?