Aaron and Joan share an uncomfortable moment when they run into one of Aaron's exes. Meanwhile, Darnell helps William cope with his current situation.

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.

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.

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.

Maya's cousin Ronnie is offended after she hires an agent. Upset that Maya refuses to acknowledge his role in her success, Ronnie demands ten percent of her $25,000 advance for writing the book. Joan has an awkward run-in with William and Monica at the cafe. She mistakenly believes that William is bringing Monica to Maya's birthday party, and tries to retaliate by bringing her own date, a boring shoe salesman. Meanwhile, Toni battles constant morning sickness.

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.

As Joan dates three men all at once, William reconnects with an ex.

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.

After volunteering in New Orleans, Joan returns to LA determined to repair her relationship with Maya, Lynn, and most importantly, Toni.

Joan returns to work at the J-Spot only to find that William has put Monica in charge of managing the bar.

Joan starts to realize Maya’s house has become the hangout spot and she is no longer the center of the friendship.

Joan learns Maya and Lynn kept a recent outing they had with Toni secret, then later insists on bringing Monica into the circle of friends.

Maya challenges Joan to get comfortable with her singleness. Meanwhile, William must figure out how to keep his past marriage from Monica.

Joan and Maya find Lynn singing for money on the streets of LA. Monica becomes jealous of Joan and William's playful relationship.

Maya begins to struggle with her responsibilities while Darnell works for NASCAR. Meanwhile, Lynn clashes with a collaborator. Big Boi guest stars.

Joan is amazed at how well her new romance is progressing. Maya and Darnell try to compete with their neighbors' holiday decorating.

Maya fears Jabari is growing up too fast. Joan is uncomfortable about using the bathroom at Aaron's house. Monica and William ask Lynn for sex advice.

Lynn meets an attractive guy at a club and becomes conflicted about dating him when she finds out he's a Baptist minister. Kadeem Hardison guest stars.

Maya and Darnell meet a man they suspect is abusing his wife. Joan finds out Aaron does not believe in celebrating Valentine’s Day.

William and Monica's wedding bliss comes to a screeching halt when, while drunk, he expresses doubts about marrying her.

Maya, Joan and Lynn fly to Chicago to try to persuade Monica to get back together with William.

Darnell suggests to Maya they should move back to the city, but Maya is opposed to the idea. Monica adjusts to life without her family's wealth.

Joan makes an unexpected move that causes Aaron to fumble his response. Maya and Darnell find their dream home.

Joan runs into a figure from the past and makes a hasty decision that prompts Maya and Lynn to intervene.

Joan causes a dispute between herself and Aaron after purchasing an expensive kitchen range for their new house and not discussing it over with him. After they defuse their feud, Aaron receives unexpected news. Meanwhile, Lynn begins to flaunt her success with her progressing music career. Golden Brooks, Reggie Hayes, Keesha Sharp and Khalil Kane also star.

Lynn must decide whether to perform at a rally to raise awareness to save the environment; requested by a student she met at UCLA, named Xander (guest star Quddus Phillipe) or perform at the House of Blues, where her manager booked for her to perform. Meanwhile, After hearing Jabari use the \"b\" word, Maya gets upset with him and Joan enlists William assistance when she hears strange noises coming from her crawlspace. Keesha Sharp and Khalil Kane also star.

While experiencing writers block, Maya avoids her manager as her deadline approaches to complete her second book. Later, Maya learns that there may be some complications with her pregnancy and the doctor advises her to take it easy, but Maya doesn't comply. Meanwhile, Joan has a hard time getting Lynn to rent her apartment. Also, William and Monica realize differences in their relationship. Khalil Kain also stars.

After having her miscarriage, Joan and Lynn worry that Maya is in denial and not dealing with her grief when Maya suspects Darnell of blaming her for it. Also, William and Monica prepare for their first dinner party. Meanwhile, Joan tries to persuade Lynn to finally open up a bank account.

After still being convinced that Maya is not dealing with her loss, Joan decides to take Maya on a shopping spree to help her recover but surprisingly, Joan realizes that she is the one who needs therapy because of Aaron departure to Iraq. Meanwhile, Monica tells William that she is pregnant but his reaction is unlike she expected.

When Darnell confronts Maya about not dealing with her recent loss he learns shocking news that Maya has been taking pills to help her deal with it. Meanwhile, At an Erykah Badu concert with Joan, Lynn's manager informs her about a record label wanting to sign her. William also fears that his sex life will change after Monica has the baby after receiving information from Darnell about how a womens body is after she gives birth.

William considers leaving the firm as he feels disrespected at work. Maya starts to write a neighborhood newsletter as Joan feels Lynn doesn't like her housewarming gift.

Joan holds a fund-raiser to earn money for a holiday party for the support group of relatives for the soldiers in Iraq. Meanwhile, Monica learns of William's holiday traditions.

William and Monica battle over learning the sex of the baby. Lynn deals with the fact she might not be marketable to Blacks.