While at a club with Spencer, Mona meets hunky Miles. They hit it off, but their budding romance quickly trips up over matters of taste: For one, she enjoys "Dawson's Creek", while he prefers BET. After a night on the dance floor, where Mona displays her lack of rhythm, Miles breaks up with her for not being "Black enough." In an attempt to win him back, Mona remakes herself into what Dee Dee calls "a Nubian disco queen."

Dee Dee invites Mona to a "girls' night" with her friends, but Mona instantly feels out of place amidst the ritzy women. When Dee Dee gives Mona an expensive purse, Mona deduces that her half-sister is trying to make her over. Meanwhile, Spencer is attracted to one of Dee Dee's friends.

Mona and Phyllis attend Thanksgiving dinner at Big Dee Dee's, where the sisters' paternal grandmother is the guest of honor. But Dee Dee becomes jealous when she learns that the older woman showers Mona with affection. Meanwhile, Phyllis and Big Dee Dee make a deal; and Spencer blurts out one of Mona's secrets to her mother.

Spencer thinks that he has gotten a girl pregnant, and Dee Dee and Mona force him to get an HIV test.

When Mona mistakes a dinner date with a handsome reporter for a personal affair, she unwittingly gets quoted in a music magazine saying disparaging things about one of her music label's artists that ends up getting her fired. Meanwhile, Dee Dee utilizes her law-school knowledge to try to get the story retracted.

While Mona struggles to find work after poisoning her reputation in the record industry, the reporter whose article got her fired tries to make amends and sets up a meeting for Mona to plead her case to Big Phat Slim Jim, the artist she disparaged, in hopes of getting her old job back. Meanwhile, Mona's family and friends offer their encouragement and support in their own special ways during her difficult job search.

Mona dates a hunk whose looks almost compensate for his lack of brains. As a result, she tries to hide him from her friends and family, but the effort is for naught when they're invited to her father's dinner party for a U.S. senator.

The gals' already tenuous friendship spirals toward dissolution when Dee Dee celebrates the end of her school year by hosting a raucous celebration that keeps Mona awake all night. Things get worse when Dee Dee installs a hot tub, which floods Mona's apartment. Stepping in to mediate, their father, Charles, reminds them that "like it or not, we're family." But the squabbling continues, until a medical emergency involving their dad arises.

Dee Dee invites everyone over to her parents' house for Christmas. The Bay Area experiences a heatwave, which leads to a brownout that nearly ruins dinner. Spencer angrily declines Mona's invitation, as the holiday brings up many issues about his absent father. Mona later offers to help Spencer track down his father. Phyllis brings her new boyfriend, a Santa Claus she met at the children's hospital, but both she and Charles object when the man refuses to keep his hands off of her. Neil calls Dee Dee and asks to come over and speak with her. She believes that he wants her back, and is stunned when he instead announces plans to marry. She tries to use the heat to her advantage in an attempt to win back Neil, while Mona urges her to just move on.

The Thornes' plans for a well-orchestrated C-section go by the wayside when Big Dee Dee goes into labor three weeks early. A panicked Dee Dee turns to Mona for help.

Kai orders Mona to exercise some of her new power as a vice president by firing Adam.

With Drew's christening approaching, Mona and Dee Dee vie for the right to be their brother's godmother. They grow increasingly competitive as they buy him gifts and try to impress Charles and Big Dee Dee.

Dee Dee vies with her law-school rival Stephanie Seymour for a summer internship.

Big Dee Dee, Phyllis, Mona, and Dee Dee make plans to spend Mother's Day together at a brunch/concert. Mona is surprised to learn that Dee Dee plans to get Phyllis a present. She scrambles to find something appropriate for Big Dee Dee.

Dee Dee runs into Clay, her ex-boyfriend with the foot fetish. He tells her that he has gotten treatment for his problem, and asks to start seeing her again. Dee Dee is not interested, but Mona and Big Dee Dee convince her that he is a good guy who deserves another chance.

Mona pretends that Drew is her son in the hopes of winning over an artist that she is trying to sign who is a single mother.

Dee Dee is furious to discover that Mona has become friends with Dee Dee's rival, Stephanie Seymour, after meeting her through a work event. Dee Dee insists that Mona should dislike the same people that she does because it is her duty as a sister. Mona tricks the duo into having tea with her in the hopes of getting them to make peace, but things do not exactly go the way she had planned. Meanwhile, a rejected applicant for the talent search refuses to take no for an answer.

Kai reluctantly agrees to give a shot to Spencer's friend RJ Jackson, a talented and successful singer with a reputation for partying. Spencer has difficulty reining in RJ, and must resort to desperate measures to get a track recorded before the deadline. Meanwhile, Big Dee Dee decides to return to the stage after helping Adam prepare for an acting showcase.

After Ray says that he cannot make the Thornes' Thanksgiving dinner due to work commitments, Spencer invites his mother (who is unaware of his reunion with Ray) to fly in for the holiday. However, Ray arrives at the gathering unexpectedly. Spencer's mother constantly argues with Ray and lashes out at Spencer for keeping secrets from her. Phyllis and Ray decide to break up because he still has some lingering feelings for his ex. Meanwhile, Dee Dee pushes Mona to be more honest with their father about her frustration over his limited involvement in her life.

Mona becomes upset when Kai repeatedly refuses to give her credit for the Fast Track contest in interviews. Mona, at her family's urging, tries to seize some of the credit for herself, with disastrous results. Meanwhile, Big Dee Dee gets in touch with her agent so that she can resume her acting career. She winds up playing second fiddle to Coco in a dog food commercial.

Mona panics when a screw-up by Spencer may cost Delicious a chance to have mega-successful producers Jimmy Jam and Terry Lewis help judge a showcase with the talent search finalists. Meanwhile, Dee Dee tries to prove to Mona that she can get by without their father's assistance after she gets downsized from her new job before her first day.

Mona grows very nervous about her role in selecting the Fast Track winner, especially after Kai decides to step aside and leave the decision about whom Delicious will sign to Mona. Dee Dee urges Mona to have confidence in her abilities. After a workshop, studio session and live showcase, Mona, Jimmy Jam and Terry Lewis select the winning act.

After Mona complains about being bombarded with demos and Spencer's refusal to pay back his debts, Dee Dee encourages her to become more assertive and not let people take advantage of her. Mona follows her advice and re-possesses Spencer's new jacket and shoes. However, Dee Dee's words come back to haunt her when her sister refuses to listen to a demo by Dee Dee's handsome and influential new boyfriend. Meanwhile, Phyllis enjoys being pampered at an expensive shoe store after a salesgirl mistakes her for Big Dee Dee.

Mona entertains overtures from the head of a rival record company, who hopes to hire her away from Delicious. She seeks her father's advice on how to handle the situation, leading to resentment from Phyllis. Meanwhile, Big Dee Dee plans a lavish 15-month "birthday" party for Drew in the hopes of showing up her friends.

Phyllis recruits Mona, Spencer and Adam to help out with a telethon on Mother's Day. Big Dee Dee and Dee Dee also decide to participate. Phyllis grows so frustrated with Big Dee Dee's interference at a pre-telethon meeting that she blurts out that Big Dee Dee was pregnant before she got married. Dee Dee is shocked and hurt by the fact that this was kept a secret from her, while Mona gives Phyllis the silent treatment because she is fed up with her bluntness and inability to keep her mouth shut.

In the hopes of getting closer to Phyllis, Dee Dee sets her up with her bitter divorced professor. However, the relationship soon fizzles, and the professor seeks revenge against Phyllis by turning her in for having too many cats. Phyllis blames Dee Dee, whose efforts to correct the situation only wind up making it worse.

Dee Dee has difficulty preparing her law school valedictory speech because she is uneasy about the fact that she doesn't have a post-graduation job lined up. Big Dee Dee worsens the situation when she suggests that she give up on her career and just look for a man, then tricks her into going on a blind date. Meanwhile, Mona tries desperately to prevent her mother from moving into her neighborhood.

Dee Dee and Brett run into problems with their client, a talented pitcher who won't sign his new contract because he wants to devote more time to his musical aspirations. Dee Dee asks Mona to listen to the man sing and dash his dreams of music stardom; but Delicious winds up wanting to sign him, leading to a rift between the sisters. Meanwhile, Big Dee Dee must break some bad news to Phyllis after Coco chases one of Phyllis's cats into traffic.

Mona goes against her initial instincts and decides to attend her ten-year high school reunion, where her professional accomplishments cannot protect her from the cruel comments of a pair of former cheerleaders. She perks up after a successful classmate takes an interest in her. Meanwhile, things do not go as planned for Spencer when he meets his on-line sweetheart in person; and Adam tries to get rich by stealing company supplies and selling them on the Internet.

Spencer seeks Dee Dee's advice to land a sophisticated woman, and again turns to Dee Dee for help ridding himself of the woman when she proves to be unbearably controlling. Gabrielle repeatedly refuses Spencer's efforts to break up with her. Meanwhile, Mona reluctantly gives Phyllis some advice before her first big romantic weekend with Glen. Dee Dee plans a bachelor party for a client.

After Dee Dee complains about Brett's sexist treatment of her, Charles and Spencer show up at the office to confront him. Their actions backfire, as everyone at the office begins thinking of Dee Dee as a "daddy's girl." Dee Dee, with encouragement from Mona, Phyllis and Big Dee Dee, sets out to prove herself by trying to land a successful athlete who has refused to sign with any agent.

Dee Dee receives the opportunity to appear on a sports talk show, only to humiliate herself by falling flat on her face. Mona objects when Spencer and Adam constantly give in to Dalis's petty demands. She finally puts her foot down, with disastrous results.

Mona continues to bristle at Spencer's relationship with Naomi, who seems strangely reluctant to become romantically involved with him. Mona's mother and friends encourage her to put her personal feelings about Naomi aside and help Spencer. Naomi later divulges a surprising secret to Spencer. Dee Dee has difficulty following her boss' edict to drop a female tennis player with limited marketability. Big Dee Dee gets a potential break in her acting career when she's given a callback for a low-budget horror movie.