Darlene and Becky clash when the boy Darlene likes asks out Becky; Roseanne awaits a special Valentine's gift from Dan. First appearance of Martin Mull as Leon and Bonnie Sheridan as Bonnie.

Roseanne and Dan are off to Vegas for the weekend, leaving the kids home alone, but Roseanne's new boss and a snowstorm may have other ideas.

Darlene resents Roseanne's sudden interest in her life when a boy asks her to her first school dance.

The family is falling apart when Roseanne is working 15 hour days both at the diner and the bike shop helping Dan.

A one night stand prompts Jackie to improve her life by becoming a trucker.

Roseanne and Dan are troubled by Darlene's recent withdrawn behavior and try to get through to her with little success.

Roseanne clashes with her next door neighbor after their house is robbed while they are away for the weekend.

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

The Christmas season finds Roseanne volunteering to be Santa at the mall where she makes a surprising discovery about Darlene's new friend Karen.

The Conner family tries to get in on a Rodbell's commercial being filmed at the diner.

Roseanne frets when she must take a lie detector test at work.

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.

Things are tense when Becky finds out she no longer has a college fund, meanwhile DJ attends a spelling bee final.

D.J. comes running in the house with a skinned knee. Dan and Roseanne take him to the kitchen to get fixed up, but when Dan slings open the freezer door to get ice, he accidentally hits Roseanne in the face, knocking out a tooth. After a few failed attempts earlier in their relationship, Darlene and David finally have sex for the first time. They also get the responses to their college applications. David doesn't get in, but Darlene does, prompting her to hide the truth... at first. Determined to be allowed to go to this art school in Chicago, Darlene enlists her Aunt Jackie's help to try and talk Roseanne into letting her go. Dan gets a job with the City.

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.

The Conners gear up for their favorite holiday, with their traditional flair for trying to out-prank one another. Roseanne, the queen of Halloween, falls for the various elaborate pranks pulled on her by her family, for a change. Nancy is upset because she is painfully aware that Dan doesn't like her, so Roseanne sets out to convince her she is wrong by insisting that Dan pull a prank on Nancy, before Nancy sells her share of the diner to Leon.

Leon manipulates Nancy and Jackie into voting to serve breakfast at the diner, among other changes, without consulting Roseanne. Starved for attention, D.J. steals and wrecks the family car while joyriding, and a stressed-out Roseanne lashes out violently, which she quickly regrets. The power play between Leon and Roseanne escalates, and Dan advises Leon to back off, but when he realizes that Roseanne is not just being paranoid about Leon, he steps aside and leaves Leon to Roseanne's mercy.

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 introduces her new girlfriend Sharon to Roseanne and Jackie. Sharon invites them to go dancing with her and Nancy at a gay bar and winds up giving Roseanne a romantic kiss. This freaks Roseanne out, but she has a hard time figuring out why. Jackie is openly uncomfortable about people assuming she might be gay, which prompts an amused Roseanne to behave like they are a couple.

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 discovers that D.J. has been sneaking off after school to attend church; D.J. gives Roseanne a hard time about morals when she accepts a mistaken delivery of a second stove at the diner.

Dan, Fred and Mark enter the realm of 'too much information' when their wives confide in one another, then spread the word back to the men about their sexual activities (or lack thereof).

Roseanne's attempts to prank everybody at Leon's Halloween party at the diner fall flat when it's revealed to her that Fred is 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 and David get married. Dan suffers a heart attack during the ceremony.

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.