Mona, a self-reliant record executive, is set to move into the penthouse apartment that her father has always promised her. But her plans of getting settled in her new apartment soon come to an end when she learns that her spoiled half sister, Dee Dee, and Dee Dee's overbearing mother also lay claim to the apartment. The sisters' relationship is further strained when Dee Dee inadvertently attracts a man whom Mona was pining for.
Mona isn't too happy that Brian hasn't called her after they had sex. So she lies to Dee and Spencer about it as the two become friends.
Dee Dee attempts to get closer to Mona by planning a joint birthday party, reminding Mona of bad memories from their childhood. Meanwhile, Dee Dee unwittingly reveals that Phyllis lied to Mona about things that have shaped her world view since she was young; and, as a birthday gift, Phyllis finally tells Mona the truth.
Mona's music-video shoot for a rapper may end in disaster when he refuses to leave the dressing room—until he meets Dee Dee. While Mona is pleased with the rapper's newfound enthusiasm for the shoot, she soon begins to worry that he's using Dee Dee.
In an attempt to win Mona's respect and stop living off her father's largesse, Dee Dee takes a job as a waitress. Meanwhile, Phyllis persuades Mona to give a video-dating service a try.
Dee Dee persuades Mona to attend a banquet that's being held in honor of their father, but the experience reminds Mona that she's the odd one out within her dad's "new" family.
Mona begans dating Miles, a guy she met at a club with Spencer. Things go fine for awhile until Miles informs Mona that she isn't black enough for his taste.
Dee Dee is smitten with her new beau, Neil, but the romance sours when she learns that he and Mona dated in high school. Although Mona gives her blessing to the union, she soon changes her mind.
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 Mona's grandmother is the guest of honor. But Dee Dee becomes jealous when she learns 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.
When Mona and Dee Dee set Spencer up on blind date with a woman they met from the gym, Spencer falls for her hard and fast. But when Mona finds out the girl is only using Spencer to get back at her ex, she tries to warn him -- only he thinks Mona is jealous.
When Dee Dee becomes frustrated with Neil because he does not seem interested in getting intimate, he divulges that he is celibate. Meanwhile, Mona is under pressure at work and takes up smoking again thanks to Adam. She is embarrassed to admit it and tries to hide it from her family.
Spencer thinks that he has gotten Olivia, an old friend, pregant and Dee Dee and Mona force him to get an AIDS test.
Mona fears a lonely Valentine's Day, but her tears may be for naught when two men from her (recent) past both ask her on dates. Also, Dee Dee is miffed that Neil would choose work over her. Meanwhile, Big Dee Dee is angry with her husband, who also chooses work over her.
When Mona mistakes a dinner date with a handsome reporter as 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.
In a strange reversal of fortunes, Dee Dee's charmed life seems to hit an unlucky streak at every turn while, ironically, the usually pessimistic Mona's life becomes auspicious from one moment to the next. When Dee Dee starts doubting herself after failing her assigned mock-court competition at school, with Mona's help she manages to regain her waning confidence by confronting a crooked businessman.
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.
Mona drags Dee Dee to a self-defense class, where she accidentally hurts her little sister while practicing a back flip. Overwhelmed with guilt, she waits on Dee Dee hand and foot, unaware that Dee Dee's milking the injury.
Mona becomes antsy about her friendship with Spencer after she has a romantic dream about him. Meanwhile, Dee Dee---who thinks the dream was about a woman---introduces Mona to a lesbian friend of hers.
When Mona has Spencer masquerade as her beau at a friend's wedding, Spencer realizes that he has romantic feelings for her, and has had them since college. Meanwhile, Dee Dee dumps Neil when she learns he has matrimony on the mind.
For Mother's Day weekend, Big Dee Dee and Dee Dee vacation at an exclusive spa. Not to be outdone, Phyllis and Mona do the same, and end up in the room next door. The weekend quickly goes from weird to worse when Dee Dee blurts out that she wishes her mom was more like Phyllis.
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 thinks that she is pregnant and takes a pregnancy test only to discover thats it's Big Dee that is expecting the baby.
Meanwhile Mona is content that Spencer is in a relationsihp with Camile.
The Dee Dees learn that only one them is expecting a baby and Spencer convinces Mona that he is happy with Camille.
Aspiring politician Ron Brown shows up at Mona's door in search of votes, and takes a liking to her. Phyllis quickly pushes him to ask her out, and they agree to a date. Mona then learns that Big Dee Dee recently arranged a date for Dee Dee and Ron, who have been friends since childhood. The sisters are unsure about dating the same man, but their mothers insist that it will be all right (as it is unlikely that both will be compatible with Ron). Phyllis and Big Dee Dee treat the whole thing as a personal competition. Mona and Dee Dee like Ron, but decide that he isn't worth the potential damage to their relationship. They agree to do the "mature" thing and stop dating Ron, but each keeps seeing him behind the other's back.
Mona tells her friends and family that she doesn't want to celebrate her birthday, as she would rather spend the day alone in quiet reflection. However, she soon becomes extremely bored. She is relieved when Big Dee Dee shows up, although she has actually forgotten Mona's birthday and is just there to see Dee Dee. The two go down to the laundry room in pursuit of Big Dee Dee's dog, and wind up trapped when an earthquake hits.
After Dee Dee loses her old room to the baby and Big Dee Dee misses several appointments, Dee Dee begins to worry that the baby is forcing her out of her parents' life. She suffers from so much stress that she has a breakdown and hears a doll talking to her. Mona recommends that she make an appointment with Phyllis to discuss her problem. She says that she feels as though she is the only one who is worried about the way the baby will change her life. Phyllis assures her that her reaction is perfectly natural and that she should air her concerns with Big Dee Dee. Before she gets around to it, Big Dee Dee admits to her own anxieties about the child's birth, and thanks Dee Dee for her support. The conversation reassures Dee Dee about her importance in her mother's life. Meanwhile, Spencer continually cancels on Mona because of plans with Camille. She looks to Adam to take his place, but Adam isn't too thrilled about this
Dee Dee decides to deal with an unruley tenant and gets blackmailed by him. Mona is annoyed by Phyllis's hanging around her too much.
Mona decides to focus on her career for a while. She is determined to help Zora, a promising young singer, secure a contract with the record company. Zora mistakes Mona's efforts to boost her confidence for romantic interest and develops feelings for her. She confesses her crush to Adam, who keeps the news to himself so that he can watch the sparks fly. Mona struggles to come up with a way to handle the situation without hurting Zora's feelings.
Phyllis reveals that she is dating a new man, who happens to be married and she has no issue with it. Spencer discovers that having a girlfriend casues women to chase after him.
Spencer cousin's Chauncey starts working in the mail room and reveals that Mona and Specner did try to hook up once. This causes issues for Mona and Spencer about her accepting that Spencer has Camille.
Dee Dee's cousin Barbara comes to town for Big Dee Dee's baby shower, and stays with Mona because there is no room at Dee Dee's place. Mona is furious to learn from Barbara that Dee Dee shared things that Mona had told her in confidence about the effect her mother's bitterness has had on her feelings about marriage. Spencer goes to Adam for help with his taste in fashion.
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.
Camille attempts to get Mona back inot dating by setting her up with one of her exs-Carlos. However Carlos still has feelings for Camille. The Dees are determine to find out the sex of the baby behind Charles back.
Delicious Records is bought out; and a new boss, respected music business veteran Kai Owens, takes over the company. She is bringing many of her own associates along, so she begins conducting interviews to see which employees will get to keep their jobs. Adam, exhilarated by all of the drama, giddily celebrates each new firing by banging a gong. Mona fears that she will be the next to go because she is terrible in interviews. Despite Dee Dee's advice, she blows the interview. However, Kai respects her work so much that she promotes her to a Vice President position. This makes her Spencer's boss, and he has trouble adjusting to the situation, ignoring her orders and talking back to her. Mona worries that they will not be able to maintain their friendship. Meanwhile, Dee Dee pleads with her mother to let her make a connection with her unborn brother in some way. Big Dee Dee offers to let her name the baby.
Spencer is dumbed by Camille after she returns from London as Mona starts seeing Nick, a mucis producer. Big Dee seeks to create a song for the baby and Phyllis gives Mona a cat as sign tha tshe's givne up on Mona giving her grandbabies.
Mona tries to find time alone with Nick, but her mother and Dee Dee can't seem to get the message. Dee Dee's longtime friend Aurora comes for a visit. She was once extremely obese, but has now experienced a dramatic weight loss, thanks to a gastric bypass surgery. She is not used to having men pay attention to her, and Dee Dee worries about the fact that she seems to overreact whenever someone pays her a compliment. Meanwhile, Spencer tries to get over his break-up with Camille by hooking up with virtually every woman in the Bay Area. Dee Dee tries to keep him away from Aurora, as she believes she could get hurt. Adam is upset when everyone begins to bail out of his big "28th" (or 27th, 26th, 25th or 23rd) birthday bash in Las Vegas. Spencer and Aurora wake up naked and hung over in a Vegas hotel room, and Adam tells them they got married.
The Thornes' plans for a well-orchestrated C-section go by the wayside when Big Dee Dee goes into labor three weeks earlier than expected. A panicked Dee Dee turns to Mona for help. Mona handles the situation beautifully, helping Big Dee Dee get to the hospital and deal with complications such as an overly perky new nurse; and having the delivery handled by a pregnant doctor who is a week past her due date and more than a little bitter about it. Dee Dee begins to resent Mona's calm demeanor and helpful nature, especially after Big Dee Dee sends her daughter out to find a doctor and asks Mona to stay in the room. Meanwhile, Spencer and Phyllis try to track down Charles, who has gone away to a men's retreat at an isolated cabin. Mona finally confronts Dee Dee and eases her jealousy by reminding her that she can simply lie and pretend that she was useful at the birth. Charles arrives just after Big Dee Dee gives birth to their son, Drew Christian. Big Dee Dee comes up with an "official" story about the birth that will preserve her reputation, and Mona and Dee Dee secretly vow to tell their brother the truth one day.
Mona is disturb to meet Nick's ex girlfriend, who is dead ringer for her. Dee Dee seeks help form Phyllis after her mother fires the nanny and Baby Drew won't stop crying.
Kai orders Mona to exercise some of her new power as a vice president by firing Adam. She feels terrible about doing this to her friend, but acknowledges that he isn't a very good receptionist and finally breaks the news to him. Adam is furious and refuses to take any of her calls. Meanwhile the Dees deal with the new male nanny, who cuases both of them to have fantasies about him.
Mona and Dee Dee battle to be Drew's godmother before his Christianing. Phyllis goes into battle at church over the recently widowed pastor with another church member.
Dee Dee vies with her law school rival, Stephanie Seymour, for a summer internship. Dee Dee believes that she is the more qualified candidate; but Stephanie sucks up to the man in charge, Mr. Washington. Spencer goes on date with Kai, at Mona's request and gets more than he wanted.
The girls decided to spend Mother's Day together as Charles and Spencer watch Drew. The Mother's Day brunch turns into a fight as everyone battels over gifts.
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. Mona na dSpencer try to get Otis Wright to allow his music to be used with help of Phyllis.
Nick tells Mona that his parents are coming to town for the weekend, and that he would like her to meet them. Mona is very nervous, as she has never met the parents of any of her boyfriends. Nick's parents are decidedly less than thrilled by the fact that their son is dating another black woman. Phyllis claims to have new boyfriend and Big Dee Dee is determine to find out.
Dee Dee assigns herself the task of personally helping Mona get over her break-up with Nick. She spends nearly every minute with her and forces her to attend an exercise class. Spencer and Mona plan to go away on a road trip, but Dee Dee forbids this because she is afraid of what might happen. While having lunch, Mona and Dee Dee run into Phyllis and her boyfriend, Ray. He is a popular local disc jockey whom she met after calling in a traffic tip. Dee Dee invites them to a dinner her parents are organizing in honor of her new internship.
Mona returns from a Hawaiian vacation and clears the air with Spencer. They reaffirm their decision to just be friends. While looking through some vacation photos with her family, Mona reveals that she can now ride a horse. She is stunned to learn that Dee Dee still has the horse their father gave her as a child, Daddy's Favorite, and that she has lied for years about having not kept the horse.
Mona and Dee Dee agree to get each other dates as a birthday present. Dee Dee does some thorough research and finds Mona a seemingly perfect guy, James, and the two get along well enough to set up a second date. Mona waits until the last minute to begin her search and is forced to turn to a less-than-helpful Spencer and Adam as she tries desperately to track down someone for her sister. Meanwhile, Dee Dee convinces a reluctant Big Dee Dee to let Mona and Phyllis join them for a mother/daughter portrait sitting. Big Dee Dee and Phyllis see the photograph as another opportunity to outdo each other and go all out to find the flashiest outfits possible.
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. After her plan fails miserably, she suggests that Delicious stop chasing after artists that they have no chance of signing and instead conduct a talent search. Spencer continually bad-mouths all of Mona's ideas, and the two snipe at each other. Adam advises Spencer to finally deal with the tension between Mona and him before it destroys their friendship. Meanwhile, Dee Dee obsesses over trying to build a cabinet without any assistance; and Big Dee Dee drives Charles crazy when she tries to get over her depression by scheduling lots of "quality time" for them as a couple.
Mona and Dee Dee attend Neil's wedding, where their conversation with the already-nervous bride in the bathroom leads her to call off the wedding. Mona believes they should stay out of the situation to avoid causing further harm; but Dee Dee insists on taking in the devastated Neil when he shows up on her doorstep. Spencer regrets giving an overly generous tip to the stripper at Neil's bachelor party, and tries to get the woman to return it.
Mona must work long hours as she prepares a major presentation for Kai about her talent search idea. She begins to lose touch with her family and friends, as she misses out on Dee Dee's weekly parties and is unaware of major news like Spencer getting a new girlfriend and Phyllis and Ray deciding to live together.
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. Meanwhile, a rejected applicant for the talent search refuses to take no for an answer.
Kai 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 cheating 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.
Dee Dee makes a date with her favorite author after meeting him at a book signing. All appears to be going well, but Dee Dee reconsiders the relationship after learning that Carter has full custody of his two young daughters. Meanwhile, Phyllis begins snapping at everyone and seeks refuge at Mona's apartment after disagreeing with Ray's decision to take on another shift at the radio station.
Spencer invites his mother (who is unaware of his reunion with Ray) to fly in for the holiday and the Dee's Thanksgiving dinner. 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.
Dee Dee reluctantly introduces Carter to her parents. They are surpisingly supportive. However, Big Dee Dee immediately goes to Mona and pleads with her to try to sabotage the relationship, as she and Charles believe that Carter is completely wrong for Dee Dee. Dee Dee is furious, and winds up surprised by Carter's reaction to the situation. Meanwhile, Kai provides Mona and Spencer with an assistant, who livens up the office but doesn't seem to do any actual work.
Mona fears that her new man is too good to be true, so she searches for his hidden major flaw. Dee Dee accuses her of being paranoid, but soon discovers that Mona has reason to be wary, as Roland is living out of his car. Big Dee Dee considers having her breasts enlarged, but winds up receiving comfort from Phyllis as she faces a potential health crisis. A bored and desperate Dee Dee puts on a show for an apparent peeping tom in the building across the street from her apartment.
Dee Dee bests her at an online word game, Mona grows frustrated by the fact that she always loses to her sister. She becomes determined to beat her at something, and sees her opportunity when Dee Dee organizes a poker party for one of her law school professors. Their mothers decide to crash the event, where Phyllis winds up winning Big Dee Dee's wedding ring in the pot. Meanwhile, Adam tries to get access to a copy of Spencer's personal music playlist.
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.
After Dee Dee learns that her mother's co-star in a new play is engaged to Dee Dee's idol, esteemed attorney Maxine Shaw, Dee Dee sees an opportunity to atone for a bad interview she once had with the woman. However, Dee Dee believes she has lost her chance after Big Dee Dee (who had to finance the play to ensure she could star in it) gets Max's beau fired because she fears he will take attention away from her. Meanwhile, Mona must find a way to rein in her co-workers after Kai is delayed and leaves her in charge of a company retreat at a resort.
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.
Mona tries to comfort Dee Dee after Carter appears on a talk show and says that he is seeing someone. When she later discovers that Dee Dee and Carter have secretly reunited, an angry Mona declares that she will not help Dee Dee pick up the pieces after the new "casual" relationship fails. Meanwhile, Spencer tries to get into photography in the hopes of getting rich; and Dee Dee and Big Dee Dee face a crisis involving their hair stylist.
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 has difficulty finding a job after graduation. After she announces plans to return to school, her fed-up father not only cuts her off, but orders her to pay back all expenses accrued since her 21st birthday. Mona begins dating her handsome and charming new neighbor, Lorenzo, but her insecurities stand in the way of the relationship. Spencer changes his wardrobe in the hopes of getting people to take him more seriously.
Mona and Spencer are at odds about Delicious signing a heiress that can't sing. Spencer decides to go behind Mona's back to get it approved.
Mona decides to have a birthday party with Dee Dee, however Phyllis's gift ruins the event. Dee Dee ignores a job offer at law firm as a new opportunity appears.
Dee Dee clashes with her new co-worker and is upset when she has to work with him to get a new client.
Taking advantage of Dee Dee's grease fire, that brings a fireman to the building. Phyllis tries to set him up with Mona. However he's more interested in her.
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.
When Spencer has trouble breaking-up with his new high-class girlfriend Gabrielle, he enlists Dee Dee to help break the bad news.
Meanwhile, Phyllis' boyfriend Glen plans a romantic get-away weekend, and she turns to an unlikely source for advice on her sex life.
Dee Dee uses a girl's weekend at the spa to set Mona up on a date. Spencer spends the weekend with Adam and his gay friends.
Charles and Spencer confront Brett about his sexist attitude towards Dee Dee.
Big Dee Dee throws herself a big party to make herslef feel better, however Dee Dee can't get the guest her mother wants. Mona feels that Chase is only about sex.
While throwing a baby shower for her ex-boyfriend and his new wife, Dee Dee notices that everyone is paired up except for her, and begins to struggle with her non-existent personal life.
Meanwhile, Mona begins to worry that her lack of maternal instincts will change how Chase.
Dee Dee is thrilled when she is asked to be a guest on a sports talk show hosted by Rodney Peete, and Mona tries to get a pampered singer to shoot a music video.
Mona makes plans to spend a romantic Valentine's Day with Chase, but she doesn't consult him about it. Adam gets annoyed with Franco, but he doesn't know how to tell him the truth.
After finding out that her rival, Naomi Dawson is giving Spencer the cold shoulder, Mona immediately confronts her, and Naomi reveals to Spencer that she is HIV positive.
Meanwhile, after being told to fire a difficult client, tennis player Melba Barnes, Dee Dee doesn't have the heart to follow through and attempts to give her a makeover to help her land a sponsor.
After being unceremoniously dumped by her wannabe-actor boyfriend on a reality TV show, Dee Dee is saddled with the unfortunate nickname, Desperate Dee Dee; so to show the world she is not desperate, she forces her way back onto the show, which proves to be an even bigger disaster.
Meanwhile, when Spencer reacts in a supportive and loving way after Naomi reveals she is HIV-positive, Naomi reevaluates her attitude and approach towards relationships, both present – and past.
Mona is in a sticky situation as Lorenzo goes to work for Chase, who knows about thier past together.
After discovering Brett will write her six-month job-performance review, Dee Dee invites him to dinner to butter him up, but things don't go as planned after they both have too much to drink.
Meanwhile, Adam guts his job after Mona and Spencer trick him into thinking he won a sweepstakes.
Despite Mona's commitment to her boyfriend Chase, a brief encounter with her ex-boyfriend Lorenzo leads her to fantasize about him and other men.
Meanwhile, after agreeing to financially support Adam's stand-up comic show, Big Dee Dee takes on a producer role, only to make the production all about her.
When Mona starts to take her break-up with Chase out on everyone by becoming rude and easily agitated, she puts her career in jeopardy.
Meanwhile, Dee Dee is caught in a moral dilemma on whether or not to continue a business relationship, when she believes her new married client Dwight Mitchell is having an affair; and Phyllis and Big Dee Dee suspect their daughters are planning a big surprise for Mother's Day, since neither has suggested plans to celebrate.
Mona decides to go to a therapist to cope with the breakup and discovers Chase is secretly spending time with her mom and friends behind her back.
Meanwhile, when Brett is left in charge of the office, Dee Dee tries to talk some sense into him to prevent the staff from hating him.
After deciding to take charge of her life, Mona decides to date both Chase and Lorenzo, who both agree, but later ask her to make a final decision.
Meanwhile, Dee Dee starts to date a health fanatic, but when Brett tells her the relationship won't work, she sets out to prove him wrong.