12.01: "Career Daze III"
More what-if's about Homer and his friends' possible future careers. What if Lenny and Carl were famous movie producers, what if Homer and Barney were a singing duo, and what if Marge was the dean of Springfield College? Chaos ensues.
12.02: "Crimes Like These"
Homer's relationship with his new cop girlfriend may be jeapordized when he realises just how many petty crimes he has commited in the past. He must make a choice to stay with her or move on. However, it later proves very difficult indeed.
12.03: "Of Dice and Men"
Homer, Barney, Lenny and Carl decide to start playing poker every night at Moe's with eachother. However, Lenny is in trouble after he bets his apartment, and then loses. With the help of his friends, he must face up to a very angry Jill.
12.04: "The Dart of War"
After a night of heavy drinking, Homer finds himself getting involved in a darts contest at Moe's. However, after he manages to hit someone's eye with a dart, he wakes up the next morning feeling guilty, but not knowing what he is feeling guilty about.
12.05: "The Exterminator: Judgement Day"
Homer is forced to be a part-time exterminator after he accidentally puts another one in a wheelchair. However, he is shocked to discover that he may have inhaled a deadly gas. Meanwhile, Lenny must find a new apartment in just twenty-four hours.
12.06: "Good and Ad"
Homer's newest job on Teen FM is to come up with a few adverts for certain products who are sponsoring the radio station, otherwise he is fired. With the help of Barney, he attempts to come up with the perfect ad for a new security system.
12.07: "The Last Smoke"
Homer has made a promise to himself to give up smoking for the rest of his life. He decides that he is allowed to have at least one more before he gives up, but he has trouble choosing the best possible, perfect time for it, and he freaks out.
12.08: "Born to Be Mild"
Barney is convinced to join a church group down at the Springfield acitvity center, and he finds himself falling in love with a girl named Laura. However, he is shocked to discover just how calm she is all the time and how perfect she acts.
12.09: "The Wood, the Bad, and the Ugly"
Whilst packing up her things ready for the upcoming graduation day at Springfield College, Marge discovers that a termites have infested everywhere. The college is forced to be shut down, and she is afraid that she will not graduate.
12.10: "The Moe, the Merrier"
Moe's bar is temporarily shut down for health reasons, and now he has nowhere else to go. Marge is shocked to discover that Homer said that he could stay at her place. However, she later becomes good friends with Moe, and Homer is jealous.
12.11: "Graduation Day" (1)
Graduation time at Springfield College has arrived, and Marge is shocked to discover that Jill is nowhere to be seen before the ceremony. She enlists the help of Lenny, Carl and Barney. However, it later proves difficult. To be continued in the next episode.
12.12: "Graduation Day" (2)
Lenny finds Jill in her dorm room at Springfield College, explaining that she is nervous because she thinks something will go wrong. He re-assures her that nothing will happen. However, when it does, he becomes determined to help her in anyway he can.
12.13: "Scenes from a Brawl"
Lenny, Carl and Barney are all having a large argument with eachother, for unknown reasons. Homer becomes determined to find out what is going on. However, when he realises that it involves Marge, he begins to suspect something very strange.
12.14: "The Misachievements of Marge Bouvier"
Marge is beginning to feel depressed ever since she graduated from Springfield College. Feeling as if she hadn't achieved anything there, she contemplates starting a new year. However, Homer can't stand the fact that she will be away once again.
12.15: "Court Circuit"
Homer is suddenly fired from Teen FM, and he becomes determined to find out why. However, when his manager refuses to explain, Homer decides to take him to court. Meanwhile, Lenny, Carl and Barney are asked to do jury duty in Homer's court case.
12.16: "Father of the Bribe"
Homer is shocked to discover that his father is being forced to bribe the mafia from an embarassing secret in the past. Homer, determined to help Abe, attempts to deal with the mafia. However, he must find out what this embarassing secret really is.
12.17: "When Animals Attract"
Barney's pet monkey becomes sexually mature and he realises that he must give him up. With the help of Homer, Lenny and Carl, he must find the perfect home for the monkey. However, it is difficult when Lenny realises his large fear for them.
12.18: "Late Night With Marge Bouvier"
Marge is happy after she is offered a Springfield public access television talk show. However, she is worried when she discovers just what the show is really like, and she hasn't got the option to quit. Meanwhile, Homer decides to help Marge out in her crisis.
12.19: "The Meddler on the Roof"
Homer, Barney, Lenny, Carl and Marge decide to visit the roof of Springfield College for a party celebrating the upcoming meteor shower. However, they stay there too late and are shocked to discover that they have been locked up there as some joke.
12.20: "The Day They Turned Sixteen"
Lenny's brother Larry is turning sixteen, and so Homer, Barney, Lenny and Carl decide to reminisce about the time they turned sixteen themselves. Homer's memory, out of all, is the worst, as his birthday was the same day as a very bad first day at Springfield High.
12.21: "Becky Wars"
Problems occur when Homer has started to date Becky but soon wants to break up with her, and the manager of Teen FM also wants to fire her on the same day. A brawl between Homer and the manager ensues, of who gets to do what first.
12.22: "Clip Show V"
Homer and Marge return from a long summer together after working on being friends, and everyone is shocked when they announce that they are a couple once again. Happy, the two decide to look at their ups and downs in the past, in the fifth clip show.