This study proposes a watching support system for a beginner watcher of fighting games. The fighting games is a type of e-Sports genre similar to Karate and boxing. Two game characters (e.g., a grappler) fight each other in the game. As with actual fighting sports, positioning on the game field of the game character in this game is important in winning the match. A concept of displaying annotation according to situations based on the characters’ positioning for a beginner watcher of the fighting games is proposed from a previous study. The present paper defines three typical situations and proposes keyword and graphic annotations to encourage understanding of the match and emphasize amusement for the beginner watcher of fighting games. This study also develops a prototype system, and their annotations are superimposed on the match video. As a result, the proposed system can support beginner watchers through subjective experiments.