Marge Be Not Proud

Christmas is approaching, and Bart wants nothing more than the new, must-have video game Bonestorm. However, Marge refuses to buy it, due to the violence and potential distraction from Bart's schoolwork. Discouraged, Bart makes attempts to buy the game himself but with no luck and upon discovering Milhouse has the game, Bart visits the local Try-N-Save discount store where Jimbo Jones and Nelson Muntz convince him to steal a copy of the game. On his way out of the store, Bart is caught by the store's strict security guard, Don Brodka, who leave's Homer and Marge a message about the incident and tells Bart to leave and never return or risk spending "Christmas in juvenile hall".

Despite Bart's efforts to keep the shoplifting a secret, Marge takes the family to the same store to get their annual Christmas picture taken (still unaware of Bart's shoplifting). Bart tries to avoid detection and trouble, but is spotted by Brodka, who shows a disbelieving Marge and Homer the security tape of Bart shoplifting. Disappointed by Bart's actions and concerned that she may be mothering him too much, Marge decides that he is old enough to make his own decisions and becomes distant with him. Bart is left out of family activities, such as decorating the Christmas tree and making snow statues, and he ends up spending time with Milhouse's mom for motherly comfort. When Milhouse's mom has had enough of this and fearing he has lost Marge's love, Bart decides he must regain it.

Bart then returns home with a bulge in his coat. Marge confronts him, believing he was shoplifting again, and she finds Bart has hidden a picture of himself bought as a Christmas present for her. Marge is overjoyed, and in gratitude for receiving this early Christmas gift, gives Bart his—the new game that a store salesman told her "all the kids want", the golf simulator Lee Carvallo's Putting Challenge. Though profoundly underwhelmed, Bart looks into his mother's expectant face and thanks her.

Itchy and Scratchy: The Movie

Marge and Homer attend a parent-teacher night at Springfield Elementary School. Although Ms. Hoover tells Homer that Lisa is doing well, Ms. Krabappel tells Marge that Bart is continually causing trouble. Urging Homer and Marge to enforce stronger discipline on Bart with the idea that he could grow up to become a Supreme Court Justice if he turns his life around, the two return home to find that Bart stole and broke Grampa's false teeth. Therefore, Bart is sent up to his room without dinner as punishment, but Homer sneaks up and brings him some pizza, making Bart promise to behave. However, Bart continues to get in trouble and Homer's attempts to discipline him fail. Eventually he promises Marge to make the next punishment stick.

It is announced that there will be an Itchy & Scratchy Movie and in anticipation, Bart buys himself a ticket. Later on, Bart is left to babysit Maggie and he neglects to watch her as he is distracted by the history of Itchy & Scratchy, leaving her to take Homer's car for a joyride and crash into the wall of Springfield Prison, releasing the prisoners. Therefore, Homer angrily blames Bart and punishes him by banning him from ever seeing The Itchy & Scratchy Movie. He tears up Bart's ticket to prove that he means business. Bart begs to be given another punishment, but Homer refuses. After the film's release, Bart becomes angry and sad that he is the only kid in Springfield who has not seen it. Two months later, the film is still being shown in theaters as Marge and Lisa beg Homer to change his mind, with Marge claiming Bart has been punished enough. However, Homer still denies this and makes the punishment stick. Bart attempts to secretly watch the film by paying for a ticket, but finds out that Homer went to the theater and requested that the employees there not sell a ticket to him. Eventually, the film is removed from theaters and Bart tells Homer he won, to which Homer replies by saying they both won because by using his punishment Bart is in no doubt headed for a better life.

40 years later, Bart, now Chief Justice of the United States, and Homer, a senior citizen, walk down the street and discover the film is back in the local theater as a classic re-release. Homer decides that Bart has learned his lesson and the two watch the movie happily together

Tough one. I went with Marge Be Not Proud because of Gavin, and Thrillho, and Catfish. But I could be swayed the other way.