Plasmonic metal-insulator-metal waveguide (MIM WG) is a promising building block of devices of a plasmonic computing system, and metal-semiconductor-metal (MSM) WG offers high-speed detection of plasmon signals. MIM and MSM WG couplers are an essential component of any integrated computing system that requires an interface between the plasmonic devices and the electronic circuits. However, the MIM and MSM WG couplers have not yet been explored and systematically studied. This work analyzes and benchmarks various coupling schemes of the plasmonic MIM and MSM WGs to single out the best coupling approach. From the detailed numerical analysis and considering the trade-offs among coupling loss, total capacitance, system noise, and bandwidth, a holistic metric is introduced to quantify and compare the system-level performance of the couplers, and a novel coupling scheme is identified as the most attractive choice for coupling the two WGs.