Maybe you can use something like that to look for extensions jpg, gif, bmp. Although, it promises to be a fairly complicated hack, anything is possible (just don't ask me to do it )
I have a suggestion that I use on my forums. Use a camera image as a posting icon. It's not automatic but it works for me. It won't work if someone posts an image later in the thread... but it does work for the first person posting.
PS. I would have liked to see this as a hack also.
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