Are the missing images in your Media Library on WordPress.com servers? Are they hosted at some third party image hosting site?
Are you hotlinking to images on some other site on the internet?
These are the accepted file types:
instructions here > http://en.support.wordpress.com/images/
troubleshooting images here > http://en.support.wordpress.com/images/troubleshooting-images/
Here are more details about the options for uploading images: http://wpbtips.wordpress.com/2009/04/26/images-the-three-link-options/
Prior to uploading any image into your blog, regardless if it’s a header image, a featured image, an image in a post or page, in a Post format (Gallery or Image), an image for sidebar display in an image widget or a text widget, you can optimize and re-size it in either a desktop image editing software or online image editing software to fit the space you intend to use it in. By undertaking proper image preparation first you will get the best image quality, won’t be wasting your media storage space, and won’t be wasting your time troubleshooting.
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