16.01: "Prison Daze"

Homer has started his sentence in prison. There, he meets his new cellmate, Jack, who turns out to be extremely paranoid. Homer explains the events that led him up to being in prison, however, he is beginning to get worried as to why Jack is really there.

16.02: "When Homer Met Marge"

Homer tells the story of his detention where he met Marge to his cellmates. With the help of a few other students around him, he tried all he could to get her attention before the detention ended. However, Barney managed to wreck everything up in his supposed perfect plan.

16.03: "Citizen Campaign"

Marge finally gets off her feet and she decides to campaign about Homer's jail sentence, explaining that it wasn't his fault. However, she later realises just how difficult it will be to convince the Springfield government, and she attempts to find people to join her campaign.

16.04: "Rock 'n' Parole"

Homer is finally released from prison, after Marge's campaign eventually worked. However, he is beginning to get fed up with his parole officer and all the things he can and can't do. Homer attempts to find the parole officer's weakness - which turns out to be rock music.

16.05: "Career Daze VI"

In the final episode of the 'Career Daze' saga, Homer, Barney, Lenny, Carl and Marge look at more career what-ifs. What if Homer was a test subject, what if Lenny and Carl were pirates, and what if Marge and Barney were a famous celebrity couple?

16.06: "The Other Life of Homer"

After getting knocked on the head, Homer gets a case of amnesia, leading him to believe that he has lived another life before. Marge and Barney team up to get him back to normal. Meanwhile, Lenny is still thinking about his relationship with his ex-wife Jill.

16.07: "Jack's Back"

Homer's cellmate from prison, Jack, is released from prison and he decides to crash Marge and Homer's apartment. However, he is more paranoid than ever, and Marge attempts to get him out. It is hard when she realises that Homer has befriended him.

16.08: "The Moe-vie"

When Moe discovers that a famous film producer is creating a documentary about drinking establishments in Springfield, he becomes determined to do whatever it takes to get his bar included in the movie, desperate for the publicity. Homer decides to help him out.

16.09: "Once Upon a Rhyme in Springfield"

Homer decides to use one of Marge's old poems to win the cash prize in an upcoming poetry contest. However, he is worried when he is asked to attend the annual poetry reading in Washington, and he is afraid of telling Marge as he is not sure how she will react.

16.10: "Sue the Right Thing"

Whilst in a rush, Homer bumps into his old cellmate, Jack, and realises that he has almost broken his back. Homer is shocked when he realises that Jack is suing him for this, and so, with the help of Marge, he must do whatever it takes to get him to re-consider.

16.11: "Boat Story" (1)

Homer hires a boat to take Marge, Lenny, Carl and Barney on a trip with. However, things get out of hand when they are boarded by another boat and a large party takes place. Homer, Marge and the others must work together to get them all off.

16.12: "Boat Story" (2)

Lenny finds himself falling for a party animal, and he refuses to take part in the evacuation of the partiers. However, Homer, Marge, Carl and Barney are still trying to get rid of them. Meanwhile, Lenny turns into a party animal himself to impress the girl he likes.

16.13: "The Homer Simpson Club"

After feeling unaccepted everywhere in Springfield, Homer decides to re-form his old Springfield High club The Outcasts, down at the Springfield acitvity center. However, he later realises just how much the old members have changed over the past few years.

16.14: "Ziff 2.0"

Artie Ziff shows up at Homer and Marge's apartment, explaining that he has changed during the time he has been gone. However, Homer doesn't believe him, and when he finds out Artie is just using them to fund his electronics company, he feels extremely angry.

16.15: "Jack Dies"

Homer is shocked when Jack turns up once again, and he begins to suspect that he has fallen in love with Marge. He angrily throws Jack out. However, when he realises that he has died from the cold, he is ridden with guilt and is not sure how to tell Marge.

16.16: "From Art to Finish"

Whilst Homer and Marge are taking a trip to Paris to celebrate their anniversary, Marge is shocked when she is offered a job creating art for a local gallery. She must choose between her life in Springfield or her career. Homer feels as if he is holding her back.

16.17: "May Tricks"

Homer befriends a girl named May, who is very good at illusions and supposedly magic. Marge, however, fears that she is trying to get Homer to fall for her, and so, with the help of Barney, Lenny and Carl, she attempts to find out what is really going on.

16.18: "The Fan Who Knew Too Much"

Marge encounters an obsessed fan, who collects her paintings. However, she is embarassed when the obsessed fan starts following her around, determined to find out about her real life. With the help of Homer, she attempts to get the fan to leave her alone.

16.19: "The Fast Food and the Furious"

Marge is shocked when she realises just how many fast food chains there are in Springfield, and not one single library. With the help of a few other outraged women in Springfield, she attempts to campaign against it. However, Homer is feeling very angry about this.

16.20: "Lenny vs. Easter"

Easter has almost arrived, and Lenny refuses to take part in anything to do with it. It is then he reveals his childhood fear of rabbits, ever since an unfortunate prank his older brother played on him. Homer and the others attempt to help him get over his fear.

16.21: "The Stages of Childhood II"

A visit to the Bouvier household inspires Marge to ask about her childhood, and flashbacks ensue, from Marge saying her first word, to graduating Springfield Middle School. Meanwhile, Carl is shocked when he is offered a very high-paying job in a porno movie.

16.22: "Clip Show VI"

In the sixth clip show, Homer and Marge announce that they are selling their apartment to buy a bigger place. Little do they know that Lenny, Carl and Barney will make such a big deal out of it. They decide to reminiscince about their past in the apartment.