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 is smitten with her new beau, 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.

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.

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.

Camille sets up Mona on a date with her best friend, the handsome and engaging Carlo, whom she hasn't seen for years. Mona is thrilled when she and Carlo hit it off, and believes he might be a long-term boyfriend prospect. However, Carlo is actually in love with Camille and wants to pursue a relationship with her. Meanwhile, Dee Dee and Big Dee Dee are desperate to find out the sex of the baby, while Charles insists that they should wait until the birth. The women try to go behind his back to the doctor.

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. Mona cannot understand why they dislike her, and asks Dee Dee to help win them over. Dee Dee suspects that they are racist, and they overhear the couple making remarks that prove this. Dee Dee recommends that Mona discuss the situation with Nick. However, before she can bring up the subject, Nick proposes. Mona immediately accepts. Phyllis, Dee Dee and a jealous Spencer pretend to be happy for her, but are actually worried. Dee Dee tells Mona that she cannot just ignore the attitude of Nick's parents. Mona admits that she got caught up in the moment and isn't ready to marry Nick. She wants to go on dating; but when he cannot get any reassurance that she might want to marry him one da

After Dee Dee starts a grease fire in her apartment, a handsome fireman rescues one of Phyllis's cats from the building. Phyllis eagerly tries to set him up with Mona, but the man winds up being attracted to Phyllis. Meanwhile, Adam falls into a funk over his friends' successes, especially after learning that Spencer has purchased his own home. Spencer tries to cheer Adam and convince him to set some goals for himself.

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 finding out her rival will be writing her six-month performance review for the agency, Dee Dee makes an effort to tighten up her relationship with Brett outside the office. The two have a little too much to drink one night and wake up the next morning in Dee Dee's apartment clueless as to how they got there. Mona and Spencer trick Adam into thinking he won a sweepstakes.

Mona is taking her break-up with Chase out on everyone, only to realize that she's also putting her professional career in jeopardy. Dee Dee's newly signed client is married but when she suspects he's having an affair she is faced with a moral dilemma. Meanwhile, Phyllis and Big Dee Dee assume the girls are planning a big Mother's Day celebration, since neither has suggested plans to celebrate.