In view of the serious problem of bottom-drum damage in deep mining along empty roadways, the asymmetric bottom-drum damage characteristics and control mechanisms of deep mining along an empty roadway were studied using the trackway of the 11060 working face in Zhao Gu II mine as the research background. Based on the slip-line theory, support-pressure distribution law, and Griffith’s damage-criterion theory, the mechanism of asymmetric bottom drums and the maximum fracture-development depth of the bottom plate in a deep roadway under top-plate fracture perturbation were analyzed. The 3DEC discrete-element software was used to simulate and analyze the characteristics and evolution of the asymmetric bottom bulge of the roadway under dynamic-load disturbance, and the asymmetric control scheme of “slurry anchor reinforcement + top cutting and pressure relief” was proposed. The results show that, under the influence of static load of deep high-abutment pressure and the dynamic-load impact of the instability of the masonry-beam structure under periodic pressure of the adjacent working face, the deep-mining goaf roadway was prone to producing asymmetric floor heave. The floor-heave degree and maximum fracture-development range of the roadway in the affected area under the influence of dynamic load > those in goaf roadway > those in the roadway in the stable area affected by tunneling. The distribution of stress, displacement, and maximum floor heave was skewed to the side of the coal pillar in the goaf, showing an inverted right oblique V shape. The asymmetric floor heave of a roadway can be effectively controlled by grouting anchor-cable reinforcement (increasing the anti-damage limit) and roof-cutting pressure relief (cutting off the dynamic-load source). The research results can provide an important reference for the control of roadway floors under similar geological conditions.