From a distance, the taunting object equals Jimmy insulting or challenging another character, and if close enough, Jimmy will shove them. He can also taunt authority figures. Taunting is a rule infraction, and will fill the trouble meter.
Jimmy can taunt at any NPC, however, depending on the character's clique standing in the hierarchy and how many English classes he passed, they may shove at him, attack him, or beg him to leave them alone. Jimmy can also taunt at an authoritative figure such as a prefect but doing so will raise his trouble meter at which the authority figure insulted will attempt to bust Jimmy.
Authority Figures will sometimes taunt Jimmy if he runs toward them or crosses their path. The Authority Figure will point their finger at him and insult him.
After completing English 2, Jimmy's taunts become stronger. If clique members' respect for Jimmy is below 60%, except for the Nerds whose exception is 50%, they will attack him. Non-Clique Students will always plead to be left alone, with the exception of Chapter V after Making a Mark.
Upon passing English 4, Jimmy gains, aside from his regular taunts, an ability to make comebacks at those who taunt him. If Jimmy taunts someone and that person taunts back, the taunt button turns from white to red, meaning he can make a comeback at the person, which will either intimidate them or make them bribe Jimmy. If Jimmy's comeback intimidates them, they will plead for Jimmy to leave them alone and will run away in fear unless Jimmy apologizes to them. If Jimmy stands close enough to male students he has intimidated, he can humiliate them.
The male members of every clique except the Nerds are the only ones in the game who can bribe Jimmy if their clique respect is low enough. The taller characters will always demand a bribe from Jimmy and will not be affected by the special taunts he learns after English 4.