Finally, after 5 long years, the wedding day has arrived. Fran spends her last night as a single woman at her mom's house, where Sylvia reads her a letter she wrote to Fran when Fran was born. They both cry. Just a few moments before the wedding, Maxwell's sister Jocelyn tells Fran that the social differences between she and Maxwell will ruin their marriage as it did to hers. At the ceremony, Ms. Babcock tries to give it one last shot and pretends being the bride, but it doesn't work. Fran doesn't show up at the altar, leaving everybody apprehensive about what happened to her. Sylvia goes to her dressing room and finds Fran crying on the couch. Maxwell arrives and Fran tells him that their marriage will never work and decides it will be better if they cancelled it. Max tells Fran that what happened with his sister will not happen to them, because they love each other. He tells Fran all the wonderful things she has and says he will never get bored with them. The wedding proceeds, and Fr

Maggie receives a party invitation so Fran takes her to her favorite beauty salon. Fran gets a job there for an actress who loses a Sheffield audition.

When her mother throws her father out of the house, Fran seeks advice from her grandmothers. She also thinks that Mr. Sheffield needs a change in his life.

Mr. Sheffield rushes Fran to get ready because they're late for a premiere. Fran worries about her purse not matching her dress, but Mr. Sheffield assures her no one will notice. But Fran appears on Gloss Magazine as a "fashion don't" and blames Mr. Sheffield for it since he was the one who didn't let her change the purse. So to make things up, he hires her as the costumer for his next play. What was set for disaster turns out to be quite a hit when Fran asks her cousin, renown designer Todd Oldham, to design the costumes with her.

Fran and Val go to The Rosie O'Donnell Show and Fran is picked out of the audience to talk to Rosie. She's so natural and funny that Rosie asks her to come on the show as a regular guest to give parenting advises. C.C. jumps in as her agent, and Fran starts to have a taste of life as a celebrity. Maxwell gets scared of losing her and makes up a story about a dream he had where a ghost told him something horrible would happen to Fran if she didn't quit the Rosie Show. Fran gets fired and is replaced by a retired couple from Florida.

Jay Leno leaves his dog under the cares of Mr. Sheffield. Meanwhile, Fran is being audited for her taxes, and not even flirting and champagne can help her out. She calls Mr. Sheffield for help, and they go to the INS office to prove Fran's income taxes. The hearing doesn't go too good until Jay Leno shows up, making the appeals officer happy enough to dismiss the case.

Fran decides to spend her holidays away with Val, but this time just the two of them, no Mr. Sheffield, no kids, nobody but the two single gals. A hurricane hits the island, making Fran's dream vacations a living hell. She returns home early to find a lonely Maxwell, who later takes the entire family on a cruise around the Greek Islands.

After watching Tasha's (a new female rock star) video on MTV, Fran decides to write lyrics of her own about her misery and suffering and make it big on showbiz. Discouraged by Mr. Sheffield, Fran decides to hand her lyrics to Tasha no matter what, and even passes herself as hotel maid with Val just to meet Tasha. When she finally does, Tasha is so interested in reaching out and listening to what the people have to say that she actually hangs out with Fran. Unfortunately, Fran's song is no good, but her misery is good enough for Tasha, who uses Fran as her muse – until Mr. Sheffield tells Fran he misses her and Fran turns happy, which makes Tasha turn to Val for inspiration (after all, Val lives with her parents, is over 30 and single).

A former model sets up a photo test for Maggie, but Fran is pushed out of the picture.

Upset about Yetta's upcoming wedding, Fran is advised by Dr. Miller to focus her energy on new life projects. She decides to pursue an old dream of becoming a weather girl, and thanks to Sammy, who's Bryant Gumbel's uncle, Fran scores an audition for editorial commenter of Public Eye. Mr. Sheffield doesn't like the idea of Fran leaving the house, so he sets up a scheme with Gracie to convince Fran into quitting her new job. But they don't have to do that, Fran ruins her audition by herself (by mistaking gene therapy with therapeutic jeans). Meanwhile, Sylvia has problems accepting her soon-to-be stepfather.

Maxwell's father unexpectedly passes away, and in his will he leaves everything to Concepcion, a secret daughter he had with a flamenco dancer. C.C. is back from the sanatorium and doesn't miss the opportunity of terrifying Fran and trying to split Fran and Maxwell up. Afraid that the Sheffields are going bankrupt, Fran visits Concepcion trying to persuade her to share the money with her siblings, but can't. Knowing what if feels like being poor, Fran tells Maxwell that she'll understand if he decides to marry a rich woman in order to keep his lifestyle. C.C. offers herself to marry Maxwell, but his love for Fran is beyond money. Then Sheffield's lawyer arrives with the news: Concepcion decided to share her money, all because Fran made her feel like family. Niles plays tricks on Ms. Babcock, making her doubt her own sanity.

Fran directs Grace's school production until Maxwell takes over.

Fran inadvertently persuades an obnoxious child star, who's set to star in Maxwell's revival of "Oliver!", to give up show business.

Mr. Sheffield is furious when he finds out Maggie is seeing a 25 year-old boy. He wants Fran to make it stop, but won't listen to her when she tells him to see a doctor for his hearing problem. Fran decides to chaperone Maggie on her (last) date with John, but she completely forgets Mr. Sheffield's orders when she meets John's gorgeous friend Mark, who is interested in Fran. Still, she has to fix Maggie's problem, so she decides to let it flow and wait until she gets tired of John, which doesn't take long to happen. Too bad it means that Fran will have to drop her 25 year-old as well. Meanwhile, C.C. misses an incredible opportunity of dinner with Max when she falls asleep (the result of a caffeine trick Niles pulled on her).

A woman calls Fran saying she might be her mother due to a mix up that happened in the hospital the day she was born. Doubtful, Fran goes to Sylvia to ask her about the day she was born, and finds out the story might be true after Sylvia says she left her for a moment while chasing for food. Terrified that her whole life might have been a lie, Fran invites the strange woman to her house, and for her surprise, she turns out to be black. Still, after Fran pays a visit to Lila Baker's huge mansion, Fran insists that she might be her daughter, since her late husband was Jewish, but the DNA test proofs not. Fran is really Sylvia's daughter, which is something Sylvia only gets after spending some time pleasuring herself with the wonderful food Lila has at her house. Meanwhile, Niles tries to convince Maxwell to sell one of his plays to CBS so C.C. has to move to LA.

Fran offers herself for the charity auction Mr. Sheffield is putting together with Bette Midler. A gifted 10 year old pianist, son of a big time investor, wins the auction and gets to have Fran as his babysitter for 5,000 dollars. Fran takes him to Yetta's retirement home and while entertaining the elderly with his piano skills, one senior collapses and dies in front of the kid. Shocked, he says he will never play again, and his father cancels the 5 million he promised to invest. Bette Midler goes to the mansion herself to teach Fran a lesson, but luckily Gracie picked up a few things from Fran over the past 4 years, which is enough to convince the kid to play again and his father not to back out on the investment.

Gracie is invited by a school friend to fly to his palace in Koorestan. Fran tries to convince Maxwell to let Niles take her, so they can call each other by their first names all weekend, but Max needs Niles there so he sends Fran instead. There, she is flattered by all the luxury, and by how much the Sultan looks like Mr. Sheffield. After the Sultan invites Fran to stay with him forever, she thinks he proposed and says no. And when she decides to fly back to NY, she is surprised to see that her passport and clothes are missing, and there are guards at her door. Meanwhile, Niles tricks C.C. by saying that it's Mr. Sheffield's birthday and she uses his gift to look good, but Niles had tickets to Koorestan instead. Mr. Sheffield goes to Koorestan to rescue her, but turns out the Sultan only wanted her to be his nanny. Mr. Sheffield says he loves Fran.

Maxwell is asked to turn one of his plays into a sitcom and the Sheffields might be moving to California. And her mother may be having an affair.

Fran agrees to help Maxwell close a deal by dating a young and restless soap-opera star.

Maggie's tyrannical gym teacher turns out to be Fran's former teacher. Maxwell hires an abrasive megastar.

Fran goes out with a much older rich man.

Fran's been going out with a rich, handsome Jewish doctor named Julius Kimble. After only 2 weeks, he asks her to marry him. Although having some doubts about it, Fran accepts after Sylvia pushes her into doing it. When they go out to buy Fran a ring, Julius disappears and takes the very expensive ring with him. Turns out he was just a thief and now Fran is left all alone. She blames her mother for the disaster and the Fine women end up going to a shrink to solve their problems. Back at home, both Mr. Sheffield and Fran complain about the lack of single attractive people for them to date.

Fran and Maxwell return from their trip to Paris, and Fran couldn't be happier. Just as they are about to get home, Mr. Sheffield takes back saying "I love you" to Fran, and she is devastated. C.C. takes advantage of the fact that Fran is vulnerable and says Maxwell probably only hired her for her looks, which is accidentally confirmed by Max when he tries to compliment Fran. She decides to go to a singles bar with Val and meets a blind guy. The idea of dating a blind man sounds nice to Fran, since it'll serve as a proof that she isn't just a pretty face. After she is dumped by the blind guy, she and Mr. Sheffield decide to remain just friends.

After winning the Tony Award for play of the year - for "The Widower", beating his lifetime rival, Andrew Lloyd Webber - a tabloid starts to publish fake stories about Mr. Sheffield and Fran having an affair since Maxwell's honeymoon. Maggie is very upset about it, and won't believe it's not true. Fran's upset not by the fact that it's a fake story, but that the story said she was 40. Maxwell and Fran go to the tabloid to confront the journalist, but he assures them he won't print any more stories about them, since they were the lowest selling edition in 5 years! Meanwhile, Niles is upset because Maxwell didn't invite him to the cast party, and Dr. Miller convinces Mr. Sheffield to give him a "Butler of the Year" award.

Fran's high school classmate, Morgan Faulkner, is hired by Mr. Sheffield as the star of his upcoming play. This causes Fran to get a bit envy, seeing how Morgan's life turned out great while she is just a nanny. On top of that, Maggie decides not to go to college and become Morgan's personal assistant (just what Fran needed. She's rich, beautiful, famous, and now she's stealing her children!), but Fran manages to talk her out of it. Meanwhile, the entire family is invited to Passover at the Fine's, and Niles quickly learns the secrets of the Jewish cuisine.