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.

Darlene and David get married. Dan suffers a heart attack during the ceremony.

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.

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.