Crying is an occurrence seen in Bully.
If Jimmy threatens a girl and she runs away from him and he then follows her, eventually she will stop running and start to cry. Also, if a male character is bullied, he may start crying when he's far enough or if he runs into a building.
The game often spawns a random Non-Clique Student crying in Miss Danvers' office. It may spawn a random Non-Clique Student crying in the graveyard behind Old Bullworth Vale. It may also spawn a random Nerd or Non-Clique Student crying in the Gym by the pool. On some occasions, Bullies may be found crying in the boy's dorm.