The girls and William make lists of the qualities they want in their ideal partners. When everyone goes to an art gallery, Joan is amazed to find a man who meets all of her qualifications, but her friends later warn her that she may have frightened him with her aggressiveness. At the same gallery, Toni runs into an ex-flame who is tending bar; and William has another meeting with possibly unstable cop Yvonne and considers giving her a try. Lynn, meanwhile, becomes obsessed with a painting of a red triangle.

Joan grows impatient with Sean, who refuses to kiss or touch her. After discussing a number of possible explanations with her friends, she finally pushes Sean for the reason behind his cold behavior. Joan is taken aback when he confesses to being a sex addict. Meanwhile, Toni annoys Greg with her refusal to make a commitment to him; and Yvonne angers William by sharing a few too many intimate details about their love life with Maya.

Joan is upset when Sean must go out of town for Valentine's Day. Her frustration grows when she is unable to get in touch with him. Davis, who has recently reunited with his fiancée, stuns Joan by kissing her and offering to end his relationship to be with her. Maya, Toni and William spend the day with their significant others, and William frets about finding a card that doesn't send too strong a sentiment. Lynn volunteers for a suicide hotline and makes a date with one of the callers.

Maya checks into the hospital to undergo surgery for the removal of a fibroid tumor. Joan's friends (especially Lynn) question her priorities when she decides to leave Maya's bedside to attend an important business dinner with Sean. Toni continues to clash with Greg over his lack of income. At the hospital, she takes an immediate interest in Maya's doctor, the wealthy and handsome Dr. Clay Spencer.

Sean grows uncomfortable with Joan's relationship with Davis, as he feels that she flirts with him too much. After she confesses that they once shared a kiss, Sean upsets Joan by ordering her to stay away from Davis and 847 for good. Meanwhile, Toni angers Greg by displaying some of his paintings at the restaurant; and Darnell becomes impatient when Maya is reluctant to resume sexual relations with him after her surgery.

Toni cheats on Greg with Clay and winds up contracting chlamydia. Joan frets about the fact that Sean has yet to tell her that he loves her, especially after he reveals that he has been offered a six-month job in New York. She seeks her friends' advice on how to coax a love declaration from him. Meanwhile, Maya feels threatened by the temp who filled in as Joan's assistant during her absence.

After Toni accepts Clay's marriage proposal, a disapproving Joan advises her to look into her heart, as she believes that Greg is the one she really loves. Toni comes to agree with her, and tells Clay that she cannot marry him. Unfortunately, in the meantime, Joan (unaware that Greg and Toni are even still together) accidentally tells Greg that Toni is engaged to another man, prompting him to dump her. Meanwhile, William issues an ultimatum to Yvonne after she is shot in the line of duty; and Maya continues to try to avoid having sex with Darnell.

Toni remains in a state of despair over her split with Greg, while a guilt-ridden Joan continues to keep her involvement in the break-up a secret. She confesses to Greg, who still wants nothing to do with Toni. William worries when Yvonne heads off to Jamaica to attend Sinbad's music festival. The girls decide to go to Jamaica as well, as Joan hopes that Toni will meet someone and get out of her funk. Sean and Joan argue, as he feels she should either confess the truth or mind her own business. Maya gets her groove back after a bikini wax, and Lynn falls in love with a bellhop and decides to stay in Jamaica. William shows up and surprises Yvonne with a marriage proposal. Toni hits it off with NFL star Terrell Davis and accepts his proposal, although she admits that she still loves Greg. Joan finally confesses that she told Greg about Toni's engagement to Clay, prompting Toni to attack her and storm off. Joan returns home to find Sean and Toni in a compromising position.

Yvonne panics when William seems hesitant to set a wedding date, as she fears that he is getting cold feet. A very reluctant Joan finds herself caught in the middle of the couple's relationship problems. After a chance meeting at a restaurant, Toni declares her love for Greg and manages to win him back. Lynn and Maya try to arrange a friendship between Darnell and Vosco in the hopes that their good qualities will rub off on each other.

Toni suffers a breakdown after Greg cheats on her, then reveals that he only took her back so that he could get revenge against her. Lynn and Maya try to help her pick up the pieces, but Joan is less than sympathetic. Without Toni to round up male guests, William finds himself as the only man at Joan's Halloween party, and becomes overwhelmed by all of the female attention.

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.