The POV character is very much despising her.
It isn't a "making her happy" revenge he is planning, stop coping.
The only hope for a happy ending is a last minute change of heart, but the current path is one of destroying her.
Listen to my cope guys: he is going to face her bullies tomorrow, and they will start bullying him instead. Her despair will be seeing the guy who's been helping her bullied instead of her. Surely....