Toni objects when Joan plans a birthday party for her. In the midst of their argument, Toni inadvertently reveals that she has been lying about her age for years. Joan and company tease Toni relentlessly about being older, and she grows insecure about her looks. After a disastrous Botox session, Toni seeks the advice of a plastic surgeon--whose only suggestion is therapy. Meanwhile, William winds up falling for a woman who was only supposed to be a one-night stand.

The girls instantly detest William's demanding girlfriend, Monica. Joan in particular is up in arms after Monica convinces William to renege on a promise to make her co-counsel for a big case because he would look better in the partners' eyes if he handled it himself. Joan seeks revenge on William, and the girls later confront Monica. Toni keeps running into plastic surgeon Dr. Todd Garrett. Although the two seem to have hit it off, Toni refuses to date him because of his lack of height.

Toni realizes she has fallen for Todd after he protects her during an altercation with a man on the street, but is still reluctant to date him because of his size. Joan is appalled when Ellis rates her only a 5.5 on looks on a scale of one to ten.

William agrees to dress as Santa Claus on Christmas Eve in the hopes of restoring Jabari's belief in Santa (something that seems to concern Joan just a little too much). However, Monica arranges for him to host the annual Christmas party for the senior partners and important clients on the same night, and pressures him to blow off Jabari and his friends. As they argue, Monica makes a startling revelation about the way the met. Meanwhile, Todd gives Toni a unique Christmas gift: a doll of herself, which has a bizarre effect on her.

Ellis goes all out to give Joan a magical Valentine's Day, but the couple's future is put in jeopardy when he learns that his ex-girlfriend is about to have their child. Toni finds her Valentine's Day card from Todd offensive, and fears that he is only dating her because she is black. William cannot bring himself to tell Monica that he quit the law firm.

Maya becomes depressed and lonely after moving into a new apartment, despite the presence of a handsome and friendly neighbor. Toni and Todd take her on a double date with a friend of his, with disastrous results. William takes Monica on a romantic Italian vacation, where he plans to break the news that he has quit his job. Sharon invites Joan to her book club, then proceeds to humiliate her.

Toni and Todd's relationship is thrown into flux after she inadvertently mentions marriage. When Toni goes into hiding, Todd seeks the assistance of her friends, who convince him that Toni loves him and help him confront his own feelings for her. Meanwhile, William finds himself extremely attracted to Sharon, leading to an odd face-off with Monica.

Joan becomes jealous over Toni's engagement, and takes out all her frustration on Ellis, whom she begins blaming for all of her problems. She also resumes training for the Los Angeles Marathon just weeks before the event in an attempt to take her mind off Toni. Intimidated by Toni's expensive registry, William, Lynn and Maya pool their resources to come up with a wedding gift.

Toni's family comes to town, and Toni worries that her mother will embarrass her in front of Todd's parents by voicing her objections to their Jewish background. Mrs. Childs becomes dejected about the bickering between Toni and her older sister, Sherri--whom Toni refuses to include in the bridal party--and falls off the wagon. Meanwhile, William worries that he will lose one of his few male friends when the man begins dating Maya.

Joan tries desperately to get Toni to forgive her and allow her to be a bridesmaid. However, it remains to be seen if there will even be a wedding, as Todd walks out on Toni because of her selfishness. Meanwhile, Lynn objects to Sivad's decision to write a poem for the wedding.

Joan enjoys relative peace in her relationship with Ellis. However, she establishes a strong connection with a stranger whom she meets when they duck into the same doorway during a rainstorm. She is later surprised to find that the man is Ellis's agent, Brock. Brock meets with Joan outside a play when Ellis is called away to a meeting. They begin kissing, and end up back at Brock's place, where they declare their love for each other. Brock feels it is wrong to sleep together while she is still Ellis's girlfriend, so Joan promises to break things off. However, Ellis surprises her by finally telling her that he loves her. Sivad pressures Lynn to move out of William's house. He initially doesn't want to live with Lynn, but soon changes his mind. Toni grows annoyed with all of Todd's habits. After he reveals that he is deep in debt, she leaves him and shows up at Joan's house. William continually tries to get Maya to actually do her job, but she spends all of her time reading se

Toni refuses to speak to Todd because she is up in arms about his debt and feels betrayed by the fact that he failed to disclose this information sooner. While at the spa with Joan, Toni's ring is apparently repossessed by a woman on behalf of Harry Winston. A furious Toni plans to divorce Todd, but seems to soften as she discusses the situation with William. However, she still tries to throw Todd out of the house. After she explains that her greatest fear is becoming poor again, Todd says that he is afraid of losing her, and points out that he accumulated his debt trying to court her. Toni learns that Todd did not buy her ring at Harry Winston; the woman simply stole it after overhearing her conversation about debt. Todd gets Toni to agree to work on the marriage, and they reach a compromise about the insurance settlement for the stolen ring. Meanwhile, Joan confides in her new assistant, Peaches. She says that Ellis is away in New Zealand working on his movie, but she has dec

Toni's brother Antoine comes to town for a weekend rendezvous with Maya, but soon spooks her by declaring his love and announcing that he will not return to Boston. When she rejects him, he locks himself in the bathroom and refuses to leave. Meanwhile, William orders Lynn to leave his house, but continually sabotages her efforts to find a roommate. Toni agrees to help Joan clean out her house, but insists that Joan's love life is what actually needs to be purged.

William convinces Joan to host a baby shower for his sister, Linda; and her partner, Kira. Kira's water breaks during the event. William wants to take her to the hospital, but they insist on having a midwife conduct a home delivery, which ends up taking place at Joan's house. Joan constantly worries that the water from the birthing pool will seep out and ruin her floors. Lynn drives everyone crazy as she suggests possible baby names and reads off their meanings. William fears that parenthood (and being a lesbian) is all just a phase for Linda, and they get into an argument. Linda threatens to keep William away from his nephew/son, so he says that he will not sign the papers relinquishing his parental rights. William's friends try to convince him to change his mind. He eventually apologizes and admits that the reality of having to sign away his rights had just hit him. He and Joan agree to have a baby together if neither is married or has a child in ten years. They soon come t

Toni is furious to discover that Todd failed to deliver a message from a remorseful Greg before the wedding. Claiming that she needs closure but actually hoping to rub her happiness in Greg's face, she insists that she needs to meet with him. Todd fears that Toni still has feelings for Greg and threatens to leave her if she sees him. Toni declares that Todd needs to trust her; she ignores his ultimatum and meets with Greg anyway. Meanwhile, Joan is devastated when William's nephew/son cries every time she holds him, as she sees it a a sign that she wouldn't be a good mother. After Jabari tells Maya and Lynn that his classmates think they are lesbians, Maya angers Lynn by saying that she wouldn't even be her type.

Toni refuses to believe Joan's claims that she isn't upset about spending Valentine's Day alone, and insists on constantly trying to cheer her up. She follows Joan to the movies and annoys everyone by talking loudly and giving away plot points. Joan gets up and moves to another seat, and runs into her old friend Davis. They go out to dinner and have a nice time together, but Joan realizes that she isn't ready to get into another relationship. Toni tells Todd that they shouldn't exchange Valentine's gifts because of their limited finances, but then reveals that she recently spent $2800 on boots. Todd is hurt when Toni then buys Joan a gift, but Toni actually realizes this and takes steps to correct her mistake. William tries desperately to make a connection with Donna, the woman at the bus stop, but she wants nothing to do with him. He makes the ill-advised move of sending Lynn to talk to her, which only ends up frightening Donna further. However, he later pleads his case and co

Toni continues to see her therapist, Dr. Miller. Rather than following the doctor's advice and writing a letter to her mother detailing her grievances against her, Toni instead brings her mother to her sessions. Veretta stays with Toni and Todd and monopolizes the house. Todd tries to tolerate her rude and thoughtless behavior, but insists that she stop smoking in the house. Veretta refuses, and says that she doesn't have to listen to Todd because her daughter paid for the house. They get into a heated confrontation, and wind up ordering Toni to choose between them. Meanwhile, William worries that the fact that he and Donna have such different backgrounds (she cleans bed pans for a living and insists on travelling by bus) will impede their chances of having a future together. He vows to try his best to keep the relationship going, because he considers Donna to be special. Joan obsesses over whether to resume sessions with her own therapist after Lynn and Maya make several deris

Toni has an apparent breakthrough in therapy. When Dr. Miller asks with whom she would want to be stranded on a deserted island, she picks Joan and realizes from her explanation that it is because she loves her. She is excited to realize that she is capable of love. However, Todd is miffed when she explains this to him. He doesn't like the idea that she didn't know about love before, and sees her decision to choose Joan over him as another example of her tendency to not take his feelings into consideration. William tells Toni that she was wrong to talk about her session with Todd, and recommends that she do something to show how much she appreciates him. She plans to surprise him with a picnic lunch, but sees him dining with an attractive colleague and assumes they are having an affair. Although he insists that she is mistaken, Toni is worried, and the tension between them escalates. Maya completes her manuscript and asks Lynn to read it and give feedback. She asks her not to

Maya's neighbor, Jalen, tells her that he would like to begin dating. She turns him down because she feels that she has to much going on in her life for a relationship. Lynn expresses an interest in Jalen and asks Maya's permission to date him. Maya gives her approval, but then confesses to Joan that she only did this because she is sure that Jalen will reject Lynn. Much to her surprise, Lynn and Jalen being seeing each other. A jealous Maya continually makes up excuses to barge in and try to break up their date. She eventually admits that she is interested in Jalen. She and Lynn ask him to choose between them, but Maya fears the repercussions on their friendship. They decide that neither of them will date Jalen. Todd tells Toni that he has been offered a job interview in New York. He is very upset when she tells him to go for it without even asking him for any details. He gets the job as a plastic surgeon on a reality show, and tells Toni that he doesn't want her to come wi

Maya learns that the publisher wants to sanitize her book to make it more accessible to white readers. She convinces her editor to stand up for her vision and get the original version of the book released. She succeeds, and Maya receives $25,000. After William shows up at her house to confront her, Joan flees for New York with Toni. Toni sees Todd with his colleague, Natalie, and again assumes he is cheating on her. She makes a scene on the set as she begs him not to leave her. Joan is surprised to run into William, who has come to New York to give legal advice to Maya. Joan tries to tell William that she isn't interested in him romantically. He says that this is okay, and that things between them will soon return to normal. William runs into Monica, his evil, golddigging ex-girlfriend. Lynn visits her birth mother, Sandy, for information on her biological father. She learns that Sandy wanted to marry Lynn's father, but Sandy's parents paid the man to go away. They claim it

Joan tries to confess her feelings for William, but knocks on the wrong door and winds up on the run from a crazed lesbian who thinks that Joan stole her girlfriend. Joan is repeatedly thwarted in her efforts to try to share her feelings with William, and gives up after he ignores her to have a tryst with Monica in the airplane's bathroom. Lynn returns to her birth father's house and admits that she is his daughter. Todd refuses to believe that Toni is pregnant unless she takes another test. She refuses, and orders him to be on the plane back to Los Angeles the next day. When he does not show up, she tries to hold up the plane to make everyone wait for him.

Toni's friends refuse to believe that she is pregnant, as they are certain it is all part of a ploy to win back Todd. Even after Toni shows them an ultrasound and experiences morning sickness, they still believe that she is lying and insist on tagging along to her doctor's appointment. After her pregnancy is confirmed, an apologetic Todd comes home to help care for her, but remains unsure about their relationship. Meanwhile, William grows fed up with Maya's poor performance at the office and places her on probation after her antics with client Rev. Al Sharpton (including giving him a copy of her book) prompt Sharpton to give William a lecture.

Toni repeatedly tries to seduce Todd when he returns to L.A. for her three-month check-up. He instead tells her that he has consulted a lawyer and wants a divorce. Joan suggests that she re-consider her priorities and face the fact that she may be a single mother. Toni instead begins to question whether she wants to have the baby at all. Meanwhile, Joan learns that William is seeing more than one woman and does her best to try to sabotage the situation. William accuses her of jealousy.

Toni reluctantly signs her divorce papers, and accepts a date from a persistent ex-flame after he kisses her. Maya, certain that Toni isn't over Todd, asks Todd to intervene in the hopes that they can give their marriage another try. Meanwhile, Joan hires a chef who turns out to be an ex-girlfriend of William's. Joan is upset until William tells her that the sex wasn't that good. William is forced to reveal that Lynn was the best sex he ever had--but Lynn doesn't feel the same.

Following Darnell's drunken love declaration, Maya enlists the help of Joan and William as she plans to break up his wedding. However, she soon has second thoughts. Joan tries to talk some sense into Darnell in the bathroom. Meanwhile, Toni gives birth to a baby girl before she is able to get in touch with Todd or the girls. Following the surprisingly easy delivery, Toni begins to wonder whether she really needs Todd in her life. Unable to hold back her feelings any longer, Lynn lashes out at Finn and quits the band.

Maya remarries, Toni demands a divorce, Lynn gets engaged and Joan freaks out. After a passionate reunion, Maya asks Darnell, "Now what?" The pillow talk is even more delicate at Joan's place. Having wound up in bed with William, Joan is unable to relax and consummate their On-again, off-again romance. William fears her reticence is "physical proof we don't belong together."

Maya learns love isn't easier the second time around, Their Vegas honeymoon is supposed to be romantic, yet Maya and Darnell gɛt into an argument that causes Maya to leave in a huff. Back in L.A., Lynn Vows to call off her engagement to Jennifer.

Todd takes action when Toni has difficulty handling her motherly duties. Meanwhile, Joan becomes fed up with her friends' freeloading at the J-Spot.

Todd takes the custody battle to court with a mountain of evidence against Toni. Meanwhile, William starts seeing a much younger woman.

Joan cuts loose two of the men she's dating when she develops feelings for an NBA player. A traumatic event lands Toni behind bars.

When Maya moves into her new place, Joan ditches the housewarming for an A-list party. Toni and Todd try to come to a settlement.

A series of unfortunate events prevents Joan from being there for Toni (again) as the custody hearing takes a surprising turn.