you are only allowed to attach one image and file per posting. it's the way this forum program was created. maybe the creators will make an improvement on this in a future release. whichever you wish to attach, browse to that file then press the button next to it. it will tag it in your message. once you click the submit button it will upload the file.
if you want to upload more than one file, it may be better to zip your files then upload that zip file. if you want to have a lot pictures in your post, you're better off uploading those images to a site like photobucket then put the links to them in your post. be sure to surround the links with img tags for it to show up like this:
hope this helps