Experimental and discrete element method were used to investigate the effects of joint number and its angularities on the shear behaviour of joint’s bridge area. A new shear test condition was used to model the gypsum cracks under shear loading. Gypsum samples with dimension of 120 mm×100 mm×50 mm were prepared. the length of joints was 2cm. in experimental tests, the joint number is 1, 2 and 3 and its angularities change from 0° to 90° with increment of 45°. Assuming a plane strain condition, special rectangular models are prepared with dimension of 120 mm×100 mm. similar to joints configuration in experimental test, 9 models with different joint number and joint angularities were prepared. This testing show that the failure process is mostly governed by the joint number and joint angularities. The shear strengths of the specimens are related to the fracture pattern and failure mechanism of the discontinuities. The shear behaviour of discontinuities is related to the number of induced tensile cracks which are increased by increasing the rock bridge length. The strength of samples decreases by increasing the joint number and joint angularities. Failure pattern and failure strength are similar in both of the experimental test and numerical simulation.