Game: Teenage Mutant Ninja Turtles (1989)

While not being the hardest or smartest bad guys in history, Bebop and Rocksteady were fan-favorite bosses from the beginning. Why? Because they were a two-boss battle and fighting them called on the best teamwork arcade gamers could muster. The two mutated gang-bangers would drill their way up to meet the four ninjas. Then chaos ensued with rockets launchers and machine guns. While one would charge, the other would shoot. Turtles had to be at their best to get these two glowing with reckless rage.