Bob plans to marry his prison pen pal, Selma, to get her money and to get revenge at Bart. 

Selma has been having this relationship with this prisoner, 1211, through a prison pen pal program. The prisoner is released and comes to dinner with the Simpsons and Selma and Patty. That prisoner is Sideshow Bob! Bart and Lisa are terrified. However, Sideshow Bob acts very nice to everyone, and then asks the question to Selma, "Will you marry me?". She says yes and Bart is very worried. Selma reviels that she has no sense of smell, when the wedding menu is being made. Also, Sideshow Bob agrees to go on a walk when ever McGuiver is on. Bob and Selma go off to a Shelbyville hotel to celebrate their honeymoon. The Simpsons soon recieve a video tape of the honeymoon just getting started. Bart notices that Sideshow Bob was making a big deal about a fire place. When Bart is watching television he relized that Sideshow Bob is going to kill Selma. Meanwhile, Bob turns on the gas in the hotel room and leaves when McGuiver starts. He knows that her one cigarette will ignite the whole place, and that her lack of smell will make her unaware of the gas. Bart tries several ways to explain this to Homer, he doesn't get it. One try and Marge understands completly. The apartment explodes and when Sideshow Bob goes into it, he is confronted by Bart. 

Sideshow Bob set his sights on Bart in this Episode. From his prison cell, Sideshow Bob had been writing numerous death threats to Bart. His plan was to keep terrorizing him and then, escape and kill Bart. 

After receiving many death letters, written in blood, Bart Simpson was worried. Bob was put up for parole. When asked about the tattoo "Die Bart Die", he explained that it simply was German for "The Bart The". After charming the review board, he was granted parole and released. The first encounter the Simpsons had with Sideshow Bob was at a movie theater. Sideshow Bob was sitting in front of the Simpsons, smoking a cigar and laughing. Homer confronted him and realized who it was. Bart immediately went into shock, and Marge told Bob to stay away forever. Because of this encounter, the Simpsons were placed into the Witness Protection Program. They were renamed the Thompsons and moved to Cape Feare. Sideshow Bob hid under their car while they were moving. After Homer drove through a stretch of desert with lots of cactus, and reached their new home, a riverboat, Sideshow Bob got out from under their car. In a ridiculously long scene, he kept stepping on rakes. This scene was this long because they need to fill up sometime. Bart tried to go on with his life, but after seeing Sideshow Bob many times, he was very worried. Homer did nothing to help, either. He burst into Bart's room to show him his new hockey mask and chainsaw, and to cut him some warm brownies. Once this was over, Sideshow Bob cut the rope on the riverboat so it started to drift. He confronted Bart and cornered him. Bart, for his last request, asking Bob to sing him all of "H.M.S Pinafore". Bob did and by the time he was done, the boat had drifted to Springfield, where the cops where waiting for some reason. 

His plan this time was to get out of prison and run for mayor. Once he had won, he was going to force the Simpsons to move, and destroy their house.

Lisa had to listen to Birch Barlow for school. When Bob called into Birch Barlow's show, Lisa and Homer relaxed it. Bob explained his position and Birch Barlow said that he was a prisoner of the system. He also said that he must be released! Lisa brought a radio into Bart's room and told him is mortal enemy was on the radio. Most of the town heard Birch Barlow's plea for Bob's release, and a group of supporters, rallied behind him and went to the Mayor's office to protest. By order of the Mayor, Bob is released from the island prison. After he has fallen off the island, he is informed that the boat is on the other side. Bob then decides to run for mayor. With the support of Birch Barlow and the rest of the republican party, Bob runs for mayor. He and Quimby go to the school as part of their campaigns. Bart is confronted by Bob. Bob puts on a little show in front of the kids to make them like him. Bart and Lisa realize this and go hug Mayor Quimby. Bob snatches Bart into his limo and puts vote Bob pins on him. Another stop on the campaign route is a televised debate on FOX. Mayor Quimby has the flu and Bart has been feeding him, by accident, extra drowsy medicine. The debate goes great for Bob. Bob ends up winning as mayor. The construction of the new Matlock Expressway is blocked by the Simpsons house. Bob informs the Simpsons that if they do not move they will tear down their house. Bart and Lisa know Bob didn't win fairly, but they don't have evidence. With the help of Waylon Smithers, they are told to follow the names that they have been researching. As it turns out, all of the dead people in Springfield voted for Bob, including, Snowball I, their dead cat. Just as the Simpson house is about to be torn down, Lisa and Bart confront Bob. They take him to court and trick him into admitting it was him.