Hanging cup transplanter has become a more widely used transplanting machine in transplanting operations because of its advantages of hole forming, onetime transplanting, and film covering operation. The hanging cup type planter is the main operating part of the hanging cup type transplanter. Different shapes of the hanging cup can affect the hole forming performance and planting quality of the transplanter. With the application of discrete element simulation software EDEM and multibody system dynamics analysis software RecurDyn, the tear film size of two hanging cups with different shapes was analyzed by coupling simulation when the planting frequency was 72 plants/(min·line). The simulation results showed that the hole forming performance of the conical hanging cup was better than that of the rectangular pyramidical hanging cup. The longitudinal dimension of the membrane port formed by the rectangular pyramidical hanging cup was 105.37 mm, and the longitudinal dimension of the membrane port formed by the conical hanging cup was 101.26 mm. Finally, the hole forming performance on the membrane of two planting mechanisms with different shapes of hanging cups was tested through the indoor bench test. The rationality of EDEMRecurDyn coupling simulation results was verified. The results showed that the simulation test results were consistent with the bench test results. The longitudinal dimension of the membrane port formed by the rectangular pyramidical hanging cup was about 130.58 mm, and the longitudinal dimension of the membrane port formed by the conical hanging cup was about 121.40 mm. It was proved that the method of using EDEMRecurDyn coupling simulation to study the hole forming characteristics of the hanging cup planter was feasible. In terms of the degree of damage to the mulch film, the hole forming performance of the conical hanging cup was better than that of the rectangular pyramidical hanging cup.