Strong Bad receives an email suggesting he "beat the snot out of" his long-time rival Homestar Runner. When he gets there, however, he discovers Homestar has entered the Free Country USA Tri-annual Race to the End of the Race, and decides it would be even more fun to beat Homestar at his own game than to simply beat him up. He disguises himself as Homestar, keeps him distracted away from the race, and loses the race. The resulting chaos turns Homestar into a loser, earns him a criminal record, and makes his girlfriend Marzipan break up with him. Though Strong Bad is initially proud of himself for ruining Homestar's life, these efforts backfire when Homestar moves into Strong Bad's house, believing him to be "the only friend I've got". In an attempt to get Homestar out of his house, Strong Bad must undo the harm he did to Homestar's life. Homestar Ruiner also includes a minigame, Snake Boxer 5, a parody of the Atari 2600 game Boxing that sees the player controlling a boxer named Boxer Joe from a top down perspective as he battles round after round of snakes in a boxing ring.