Darlene y Becky chocan cuando el chico que le gusta a Darlene invita a salir a Becky; Roseanne espera un regalo especial de San Valentín de Dan. Primera aparición de Martin Mull como Leon y Bonnie Sheridan como Bonnie.

Roseanne y Dan se van a Las Vegas por el fin de semana, dejando a los niños solos en casa, pero el nuevo jefe de Roseanne y una tormenta de nieve pueden tener otros planes.

Darlene se resiente del repentino interés de Roseanne en su vida cuando un chico la invita a su primer baile escolar.

La familia se está desmoronando cuando Roseanne trabaja 15 horas al día tanto en el restaurante como en la tienda de bicicletas ayudando a Dan.

Una aventura de una noche lleva a Jackie a mejorar su vida convirtiéndose en camionera.

Roseanne y Dan están preocupados por el comportamiento retraído reciente de Darlene y tratan de llegar a ella sin mucho éxito.

Roseanne choca con su vecino de al lado después de que su casa es robada mientras están fuera de fin de semana.

Stressed at work and at home, Roseanne does her best to hide the fact she's been smoking.

La temporada navideña encuentra a Roseanne voluntariándose para ser Santa en el centro comercial, donde hace un descubrimiento sorprendente sobre la nueva amiga de Darlene, Karen.

La familia Conner trata de participar en un comercial de Rodbell's que se está filmando en el restaurante.

Roseanne se preocupa cuando debe someterse a una prueba del detector de mentiras en el trabajo.

Roseanne and Bonnie decide they each want Leon's job when he announces he's leaving, meanwhile Crystal goes into labor with only Dan as her coach.

Las cosas se ponen tensas cuando Becky descubre que ya no tiene un fondo universitario, mientras tanto, DJ asiste a la final de un concurso de ortografía.

D.J. entra corriendo a la casa con una rodilla raspada. Dan y Roseanne lo llevan a la cocina para curarlo, pero cuando Dan abre bruscamente la puerta del congelador para sacar hielo, accidentalmente golpea a Roseanne en la cara, haciéndole perder un diente. Después de varios intentos fallidos anteriormente en su relación, Darlene y David finalmente tienen relaciones sexuales por primera vez. También reciben las respuestas a sus solicitudes universitarias. David no es aceptado, pero Darlene sí, lo que la lleva a ocultar la verdad... al principio. Determinada a conseguir permiso para ir a esta escuela de arte en Chicago, Darlene busca la ayuda de su tía Jackie para intentar convencer a Roseanne de que la deje ir. Dan consigue un trabajo en la ciudad.

Roseanne makes a deal with Jackie: if Jackie asks Fred out, Roseanne will ask their mother to become a silent partner in the restaurant and stay away; feelings hurt, Bev swears she won't have anything to do with either of them. Jackie and Fred go out; he wants them to keep going out, but she doesn't. Roseanne feels guilty about hurting Bev and wants her to do something hurtful back to lessen her guilt; Bev takes her up on that by selling her share of the diner to the very last person Roseanne expected...or wanted.

Los Conners se preparan para su fiesta favorita, con su estilo tradicional de intentar superarse en bromas unos a otros. Roseanne, la reina de Halloween, cae en las elaboradas bromas que su familia le juega, para variar. Nancy está molesta porque sabe perfectamente que a Dan no le cae bien, así que Roseanne se propone convencerla de que está equivocada insistiendo en que Dan le juegue una broma a Nancy, antes de que Nancy venda su parte del restaurante a Leon.

Leon manipula a Nancy y Jackie para que voten a favor de ofrecer desayuno en el restaurante, entre otros cambios, sin consultar a Roseanne. D.J., hambriento de atención, roba y destroza el coche familiar mientras pasea sin permiso, y una estresada Roseanne estalla violentamente, algo de lo que se arrepiente rápidamente. El juego de poder entre Leon y Roseanne se intensifica, y Dan aconseja a Leon que se retire, pero cuando se da cuenta de que Roseanne no está siendo paranoica con Leon, se aparta y deja a Leon a merced de Roseanne.

Roseanne decides to join the Lanford Women's Association to develop contacts for her restaurant, especially since Leon is opposed to her being the one to do it. In an effort to suck-up, Roseanne makes D.J. play with one member's weird son, Elijah. Dan discovers that Mark has dropped out of school and spending those evenings at the Lobo Lounge. In a special cameo skit at the end, the famous "Luke" and "Laura" from "General Hospital" compare hardships with Dan and Roseanne.

Nancy presenta a su nueva novia Sharon a Roseanne y Jackie. Sharon los invita a ir a bailar con ella y Nancy a un bar gay y termina dándole a Roseanne un beso romántico. Esto asusta a Roseanne, pero le cuesta entender por qué. Jackie se siente incómoda abiertamente porque asumen que podría ser gay, lo que hace que Roseanne se comporte como si fueran una pareja, divirtiéndose.

Jackie tells Roseanne that Fred wants to be in the delivery room, and the hospital will only allow one extra person to be with her. When Jackie realizes that she is in labor, Roseanne puts off calling Fred to inform him, hoping she'll get to be the one who stays with Jackie, but she feels guilty later and sends Dan out to find him. Bev reveals to Jackie that her birth name was "Marjorie," but little Roseanne's version, "My Jackie," stuck.

Darlene descubre que D.J. ha estado escapándose después de la escuela para asistir a la iglesia; D.J. le hace difícil a Roseanne sobre los valores cuando ella acepta una entrega equivocada de una segunda estufa en el restaurante.

Dan, Fred y Mark entran en el ámbito de 'demasiada información' cuando sus esposas confían entre ellas, luego transmiten la información a los hombres sobre sus actividades sexuales (o la falta de ellas).

Los intentos de Roseanne de gastarles una broma a todos en la fiesta de Halloween de Leon en el restaurante fracasan cuando descubre que Fred es gay.

D.J. wants out of his busboy job at the Lunch Box, and David wants to put the kibosh on Darlene's moving in with her new squeeze Jimmy--who misinterprets David's obsessive interest in him.

After being arrested for D.U.I., Beverly is forced to attend Alcoholics Anonymous (A.A.) meetings, where she discovers that she might really be an alcoholic. This new realization does not bode well for the family, since Roseanne is forbidding anyone to drink while Beverly is in the house, which quickly puts an end to Dan's Super Bowl party. Dan, Jackie, and Fred sneak out to the garage to drink and watch the game on an old portable TV, until Beverly catches them, and pitches a fit, prompting Roseanne to pitch a fit, or two, of her own.

Fred tells Jackie that he doesn't want D.J. to visit their house so much, because he gets weirder every time he comes over. To protect Fred, Jackie tells Roseanne that she is the one who has a problem with D.J. constantly being at her house, which infuriates Roseanne. Dan tricks Darlene into coming home for the weekend and tries to make the girls stop bickering for their mother's sake. D.J. expresses a strange new fascination with eating cardboard.

The green-eyed monster emerges in force between David and Mark when they both become interested in Stacy, a waitress at the Lunch Box, whom David asks to pose for a wall mural. Jackie thinks her sex life with Fred needs spicing up while Fred is happy leaving well enough alone.

In Roseanne's absence, Dan discovers something troubling about Jackie and gets some sound advice from David.

David announces to the Conners that he wants to spend a month in Europe after graduation, but Darlene selfishly pressures him out of it. Dan starts working on building his boat again, but Roseanne insists that they can't afford it, and makes fun of his dream, launching into a fantasy where she and her family play the castaways on La isla de Gilligan (1963). Cast members from La isla de Gilligan (1963) cameo as members of the Conner family.

D.J.'s old bedroom is being converted into a nursery for the new baby. After discovering that a new baby crib is out of her price range, Roseanne schemes up a baby shower in hopes of getting at least forty $10.00 gifts, that she can exchange for the $400.00 crib. This plan threatens to backfire when the gifts are mostly homemade, or are otherwise nonexchangeable. After being unable to work together to paint the nursery without squabbling, Roseanne reassigns Becky and Darlene to throw the baby shower instead, but the girls are still at each other's throats because Darlene refuses to pull her weight, sticking Becky with all the work. Roseanne gets David to throw a "guy" baby shower for Dan with the men at his shop, hoping for even more exchangeable gifts, but that backfires as well.

Roseanne sparks a fight with Jackie when she feeds Andy junk food against Jackie's orders. Dan spends some "quality" time with DJ to show his son that he does more than watch television and drink beer all day.

A new diner is opening up across the street from Roseanne and Jackie's diner, and they are worried that it will spell the end for "The Lunch Box". To promote the new restaurant's grand opening, the owners hire Pat Harrington Jr., who played Dwayne Schneider from the 70's sitcom One Day at a Time (1975). When Roseanne discovers that they have a salad bar, and are serving loose meat sandwiches, she declares war. When adding a waffle bar, staying open late, and dressing up the menu doesn't seem to work, Roseanne decides to sabotage the new diner with raw fish, only to wind up stuck in an exhaust vent over a stove. The cast of Stomp does a dance at the diner.

Roseanne finally gets to meet Leon's fiancé, Scott, and learns that they are planning a wedding. In order to free Leon up to travel to Minnesota to meet the minister, Roseanne volunteers to finish planning the wedding - which becomes "one gigantic, offensive, Roseanniacle ball of wrong". Leon develops a bad case of cold feet, and it is Roseanne to the rescue.

Nana Mary visits Roseanne and Jackie at Jackie's house, and brings a box of their childhood belongings. Among them was a doll that Jackie thought was lost forever, and causes a huge fight when Jackie realizes that Roseanne was the one who hid it from her all those years ago out of jealousy. Dan has a poker game at the house, and Roseanne convinces him to invite Leon and Scott, but is worried that they will spend the whole night nagging each other like housewives. The men have a spirited discussion about how blacks, gays, and poor white men are looked upon in this country.

A producer and reporter from "Wake up Chicago" come into the diner wanting to do a "Man-on-the-Street" interview about the diner owners - to which Roseanne, Jackie, and Leon readily, and eagerly agree. Leon stumbles through his interview nervously, like a deer caught in headlights. Jackie babbles through hers like a hyper manic who's been off her medication. But Roseanne nails her interview, and gets a job offer to do a one-minute spot on the air - where Roseanne gets to speak her mind about whatever she wants. God help TV.

Bev is smitten with her charismatic ballroom-dance instructor until he starts putting the moves on a newly divorced Jackie. When Jackie agrees to a date with the instructor, jealousy takes hold of Bev.

Darlene y David se casan. Dan sufre un ataque al corazón durante la ceremonia.

After finding out they won the Illinois State Lottery, the Conners and family imagine how to spend their new-found wealth. Kathleen Sullivan and Robin Leach interview Dan and Roseanne in their home. Throwing a party in their home proves that people really do come out of the woodwork to help celebrate wealth. Dan and Roseanne vow to not let money change who they are.

Jackie and Roseanne plan an expensive spa vacation. Depressed about his mother, Dan searches for the meaning of life. He decides that now that he can afford it, he wants to take her to California for a thorough evaluation of her psychiatric condition. The crowned Prince of Muldavia sees Jackie on TV and decides he must go to Lanford to meet her.

Jackie literally meets her prince charming, who whisks her and the family away to New York City.

Thanksgiving for the Conners starts on a sour note with the news Dan won't be able to make it home for the holiday. However, Roseanne is thrilled she can afford to have the meal catered instead of spending an entire day in the kitchen. Family squabbles combined with a shocking revelation by Bev nearly ruins the evening. The family must contend with the fact that money does not necessarily buy happiness.

Roseanne misses Dan and tries to prepare the home for his return. Bev visits with Nana Mary to talk about her life and makes a startling discovery.

When Roseanne falls into a deep depression and locks herself in the bedroom, family and friends try their hardest to pick her spirits back up. When their efforts prove fruitless, they stage an intervention to rouse a lethargic Roseanne out of bed.

Jackie and Mark attend a female wrestling match, DJ is unprepared when a quiet night with Heather goes farther than expected, and Bev is introduced to a new "friend" named Joyce.

The Conners are approached by different network and cable film developers, each hoping to get the right to their "rags to riches" story. What starts out as excitement and enthusiasm for the family, soon dims when they realize that none of the producers they interview with wants to portray them as they really are. A tabloid reporter approaches Beverly, Joan and Leon for stories about Roseanne and her family, and they are only too eager to dish the dirt.

Family and friends gather at the Conner house to celebrate baby Harris' Homecoming and everyone takes a turn chatting with the new addition to the family. Mark and Becky have some exciting news, as do Leon and his husband Scott. During dinner, Roseanne takes time to reflect on each member of her family and reveals she has been writing a book; everything we see is Roseanne's altered version of actual events. Roseanne reveals the true story and admits she changed whatever details she didn't like about her life and the people in it. In truth, the Conners never won the lottery; it was all a fantasy Roseanne created in order to cope with a devastating reality. In the final moments, Roseanne sits alone in her basement writing room. She goes upstairs, passing through the old kitchen and the old living room. Roseanne sits on the old couch with the classic afghan on the back and silently takes in the warmth and comfort of the family home as the lights slowly fade.