Rock mass, the heterogeneous natural material composed of rock and discontinuities, is an important part of engineering construction. Discontinuities affect the mechanical properties of natural rock mass and further threaten the stability of rock engineering. To study the failure characteristics of anchored structure plane with different JRC, jointed specimens with four different JRC were fabricated by pouring cement mortar. Specimens were tested under four different normal loads to figure out how JRC and anchorage angle affect the mechanical properties of anchored structure plane. Besides, acoustic emission (AE) testing technology was adopted to explore the AE characteristics of anchored structural plane under shearing. The results showed that there exists a positive correlation between the peak shear strength and JRC. The undulation shape of structural plane led to an obvious downward trend in the strain softening stage of the structural plane with JRC of 6–8 and 18–20. When the anchorage angle ranged from 45° to 60°, the potentiation of bolt was the most significant. Based on the AE results, the larger the normal stress, the more likely the cumulative count curves were to enter the fast growth phase before the peak. The characteristics of b-value curves are mainly related to the topography of structural planes and whether the bolt is deformed. In the direct shear test, the cumulative proportion of shear cracks was more than 85%, which is much higher than that of tensile cracks. The variation of cumulative tensile cracks goes through three stages: slow growth, rapid growth, and slow growth. Compared with the unanchored structural plane, the variation range of real-time tensile cracks of the anchored structural plane is large, and sometimes the proportion of real-time tensile cracks may reach 80%.