Drag and Drop Files from your Jumplist into Gmail as Attachment

Jumplists are your most recently used files etc by an application. Right Click on a Taskbar launch icon to show the jumplist.

Now gmail has this useful feature that lets you drag drop files into the browser while composing to automatically add it as attachment to that email message (see details).
So you can drag drop files from jumplists for eg: right click on the word icon drag drop the file into gmail compose window to add it as attachment. There are other site which let you to upload files via drag drop and you can use this technique for them too.
Note: To add any program like Word to taskbar right click on the program in start menu and select "Pin to Taskbar".