Bleeding isn't likely the problem. Air in the lines would tend to give you a soft pedal, or one that fades. A failing Master cylinder would tend to do the same

I know when stalling on a hill climb off road, the brake pedal in both rigs is stiff, so my first guess would be you are not getting assistance from the brake booster. Check the vacuum lines, one may have come loose, is collapsing, or cracked, then check to see if the vacuum pressure from the engine is, and whether or not the brake booster has a leak.

More than tread lightly. Leave it like you were never there, nor anyone else.
'90 X-cab 4.88's 33 BFG AT's, rr ARB, Headers, Ignition upgrade, cold air induction.
'91 X-cab 5.29's 315's BFG MT's, rr ARB, custom bumper and flatbed