There is no contact medium on the contact surface between pipe joint and surrounding rock at the initial stage of rock pipe jacking, which has a particularly significant impact on the on-site friction resistance of pipe jacking. In order to study the internal relations between the wear of limestone on the contact surface of concrete pipe jacking and the friction coefficient, and to reveal the variation law of friction resistance of pipe jacking under long-period jacking, limestone widely distributed in Guizhou is used as material, and the pure dry friction test of pipe jacking-limestone special-shaped contact surface was conducted by using a rock shear rheological testing machine. The results show that, with the increase of test times, the micro-convex bodies in the limestone wear area are constantly cut and ground, showing a constant increase of total wear mass and area ratio on the micro level and a gradual decrease of friction coefficient caused by reduced average surface roughness on the macro level, and the friction coefficient decreases faster in the early stage, slower in the middle, and tends to be stable in the later stage. The real-time jacking force predictions obtained by substituting the friction coefficients under different sliding times into the theoretical empirical formula are in good agreement with the engineering practice. The research results can provide reference for the establishment of a mechanical analysis model for friction and wear of micro convex bodies on contact surfaces and the prediction of jacking forces.