Jeffrey understood Caroline's past experiences and deduced that as someone who had been bullied for a long time, she would probably hate bullying if she hadn't turned black.
In addition, she was able to donate the large amount of wealth she had inherited without hesitation, so she must be very soft-hearted. Thus, Jeffrey deliberately used three tickets to lure the three guys from before on the way to Caroline's class. He then provoked them with words and made them beat him up so that Caroline would appear and save him.
It turned out that his plan was effective, and Caroline really came forward to save him. But Jeffrey looked at the current Caroline and felt that things weren't going as he had expected.
Jeffrey had expected Caroline to empathize with him after saving him and ask about his well-being. At this time, if he acted pitiful and led the conversation, their relationship should be much closer.
