Bart the Lover

Lonely Enda Krabappel has punished Bart for one of his shenanigans again, so he decides to take revenge on her by responding to a personal ad, pretending to be a potential new boyfriend. Successfully stringing her along with corresponding love letters and setting her up for a date that goes bad, he starts to feel guilty over his actions and calls for help from his family to lift her spirits. (imdb)