I don't see new pics....
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Yeah sound's like a big bunch of air trapped in the lines, or your wheel cylinder's are leaking just a little in the rear, I just recently had this probel on my 96, I worked and worked on the brakes, bled them for hour's, and I finally found that my wheel cylinder's were leaking just a little, not enough to run out of the drum but enough to not let the braked build up any pressure, it was strange to say the least.
Cool glad to hear the dolay is good. You can mount that bumper using the burb outer brackets. All the outers are the same just the inner brackets are different for trucks...