Image Crosspost WordPress plugin will crosspost (via email) every local image in a published post to the selected web services.

In detail: every time you publish a post, Image Crosspost extracts every local image (<img src=”http://www.local-site o absolute path) and using the alt and title description (or title of the post) will send an email to the supported web application with the images in the attach.
From version 2.x the web applications supported are Flickr, Twitpic, Twitgoo, Twitrpix and img.ly.
Post tags will become Flickr tags.
You can set Flickr privacy uploading by email: Visible to friends, Visible to family, Visible to friends and family, Only visible to you, Visible to everyone.

2012-06-08 Languages support with Italian translation
2012-05-28 2.3 img.ly support
2012-05-23 2.2 Twitrpix support
2012-05-19 2.1 Twitgoo support
2012-05-15 2.0 Twitpic support
2012-05-05 1.3 Added Generic Settings and Flickr Settings GUI
2012-04-30 1.2 Added Flickr privacy uploading by email: Visible to friends, Visible to family, Visible to friends and family, Only visible to you, Visible to everyone
2012-04-14 1.1 The plugin will use post tags to make Flickr tags
2012-04-10 1.0 First public release

Image Crosspost WP plugin PAD file

You can find the plugin at WordPress plugin directory