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.

Spencer thinks that he has gotten a girl pregant and Dee Dee and Mona force him to get an AIDS test.

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.

Hoping to prove herself to her father, Dee Dee goes against his wishes and tries to personally handle a tenant who has failed to pay rent for the last few months. She must come up with a new plan of attack after the man retaliates by threatening to expose several building code violations involving Dee Dee's apartment. Meanwhile, Mona reluctantly takes her mother out on the town. She feels crowded when Phyllis begins showing up regularly at her hangout and playing matchmaker for the patrons.

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. A panicked Dee Dee, unable to find Aurora, interrupts Mona's romantic weekend with Nick. They learn what has happened to Spencer and Aurora

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. Mona makes an effort to better balance her personal and professional lives, with disastrous results. Meanwhile, Adam, upset that being gay is no longer the ""in"" thing, decides that he is going to be straight.

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 continues to bristle at Spencer's relationship with Naomi, who seems strangely reluctant to become romantically involved with him. Mona's mother and friends encourage her to put her personal feelings about Naomi aside and help Spencer. Naomi later divulges a surprising secret to Spencer. Dee Dee has difficulty following her boss' edict to drop a female tennis player with limited marketability. Big Dee Dee gets a potential break in her acting career when she's given a callback for a low-budget horror movie.