I have basically the same truck ('97 T-100) with the Firestone airbags at the rear. Full size air hose runs to an air fitting mounted through one of the license plate corners at the back. Never had an issue with leakage. Heard plenty of stories with onboard compressors (and small diameter hose) having problems, especially in cold weather. I'm sure lot's of folks will prove me wrong on that. I looked at the way the bags on my truck are bracketed in and can't think of away they could break. Possibly a different mounting point.
One option you may want to explore is taking your truck to a place that does nothing but spring work- there is one in Reno that I've used for years, they can add a leaf, re-arch (some Japanese steel springs are notorious for sagging) or come up with a combination to meet your specific needs. They're not an "off road" specialty shop by any means, but are totally dialed to a variety of needs from both commercial offroad (mining/logging) and personal vehicle needs. I'm sure a search in your area would turn one up. Good luck with it.
"if you plant ice, you're gonna harvest wind..."
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