WP is not allowing me to post Macintosh .pages documents to my blog

When I just copy and paste the each page individually into the post it views fine but when I publish and update the post the material is only viewed as a blue square with a question mark.

That’s your answer. You should create content within WordPress, not try to upload arbitrary files from some other application. Content management systems such as WordPress really aren’t designed such that users create text documents (in MS Word, or iWork, etc.) and then upload those documents; rather, you create the content directly within the CMS.

What you do have to upload are the images to be used in the content. And once uploaded, they have to be inserted using the “Insert into Post” button.