This study examines frequent disasters, including large-scale deformation and collapse, caused by underground mining in weakly cemented strata in Western China. The weakly cemented rock’s unique characteristics, including low strength and easy disintegration, demonstrate a different damage pattern than that traditionally seen in the central and eastern regions. Using Fast Lagrangian Analysis of Continua-Particle Flow Code (FLAC2D-PFC2D) coupling, we model the strata, focusing on the 3-1 coal seam roadway at Hongqinghe mine. This study investigates the damage−rupture−destabilization progression in the peripheral rock under varying levels of moisture content. Our findings indicate that a water content of ω = 5.5% is the threshold for roadway damage, and moisture content 5.5% abruptly increases cracks and shifts the rock’s force chain, causing significant deformation and affecting the ceiling the most. Moreover, higher levels of moisture content weaken the anchor solid’s performance, with two primary failure modes: anchor interface slippage (comprising five stages: elasticity, elasticity−shear hardening, elasticity−shear hardening−decohesion, shear hardening−decohesion, and decohesion) and shear damage. These insights are vital for improving numerical simulations of underground mining, obtaining a more accurate understanding of mineral pressure disasters in weakly cemented strata mining regions in Western China, and developing a solid foundation for the better control of such strata.