The first major disappointment from my iPad was not being able to post pictures to my Drupal sites. The sites are using CCK, Filefield, and Imagefield. This is a great solution for any computer and OS except that iOS devices don't have a way to browse files so you can't upload them.
I just discovered Filefield Sources http://drupal.org/project/filefield_sources. It extends filefield, allowing a URL to be inserted so you can download images from the web directly to your site.
You can use any method to get the pictures to the web. I use dropbox. Just upload the pictures to your Public folder and click the shortcut in the upper right and copy the URL shortcut. Put that into your Drupal site and upload.
This also works on the iPhone as well.
