They do, from initial install at the specified torque. The seals are generally still good, and the fix is to retorque them. I have noticed this from the Kubota backhoe valve blocks, remote valves, and other oem kits installed over the years. The ones that don't weep after a year or two were probably over torqued from the dealer/factory, since they know the seals will relax with time. As you indicated the bolts felt loose, which is a good indication the seals relaxed tension, and the joint got loose. Now in your case, you may just not have the right joint identified yet.
As far as the jic fittings, they don't take much torque. I have found the ones that got over torqued from the start can get deformed and leak. I like to initially install them on the lower end of spec torque. That way you have a little wiggle room to tighten them more if they weep without distorting the sealing face.