As jHollington said, the iPhone will appear in your drive listing as if it were a digital camera hooked up to the computer. You can right click and tell it to get photos and go through the wizard. As for having more photos than what the iphone can store I believe I read in the manual, just as with songs/videos/etc, that you should make a special folder for the specific purpose of housing the things you want to put on the phone.
Since the phone doesn't have an "autofill" like the shuffle knowing how much to put based on % you want to fill of a file type you do have to manually manage it a bit.
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