Chloe and Ava find out that they both had a fling with the fiancé of one of their clients, Emerson Ives, who thinks that her fiancé is a virgin like she is. Ava also goes to a fertility specialist with her husband, Lola tries to re-enter the dating world, and Chloe finds out that no man has ever been "that into her."
Lola is really upset after her pet chicken dies and Ava tries to make her better by inviting all the girls over to her apartment.
Lola, Chloe and Emerson sign up for an Internet dating service. Lola pretends that she's a gay man after she sees her ex-husband on the website.
The women at the office encourage each other to take some risks. Lola starts therapy with Sellers to find out why she's attracted to so many gay men.
Everyone analyses ‘dating up' and ‘dating down' after Charlie tells them that he's invested in a night club so he can date hot supermodels.
The women have a real estate sale and to celebrate, Ava purchases tickets for each of them to attend a taping of one of Oprah's shows in Chicago.
Emerson tries to return her $50,000 engagement ring to Graham, but she is too scared because she is worried about what her feelings will be after she sees him.
The ladies lose a sale and to make themselves feel better they clean out their purses. However, during the process Emerson finds the receipt for her wedding dress, which she never wore.
Chloe challenges Lola to make herself look plain and ugly to find out whether people will be less attracted to her.
Chloe bails on a charity Christmas party, and when her taxi crashes, the ghosts of Christmas Past, Present, and Future, appearing to her as the three other ladies, show her the error of her ways.
Lola's average-looking boyfriend Fletcher is rushed to the hospital after a mysterious heart attack which appears to have been caused by Lola's sex appeal.
Ava wonders if her happy marriage is in trouble and feels a little guilty when sparks fly between her and a client named Alec who, like her, has a much younger partner.
Everyone is invited to Lola's house to celebrate El Dia de Compasion, a traditional holiday from her country.
