This plugin integrates the java applet "Chibipaint" with Wordpress. This allows the user to draw and save their drawings directly to the server. Features included are editing and mass deletion, editable preset and user-defined templates and canvas sizes.
Download and information can be found at http://antimatter-charge.com/projects/chibipaint/ and http://wordpress.org/extend/plugins/chibipaint-for-wordpress/.
If you encounter any problems, please do not hesitate to let me know here or here.