The series begins with the four Sorelli sisters in the midst of their very complicated lives together. Oldest sister Ginnie, a high powered attorney is having difficulty on telling her husband that they are having a baby. Ann is dealing with the fact that her longterm relationship with her boyfriend Danny (guest star Dan Futterman) may be over. Marjee is in a rut on finding a restaurant to host a Pug Dog Benefit featuring Jillian Barbaree that will have live dogs. Also, college student Rose is having a hard time telling the family that she has switched college majors from Pre-Med to the Experimental Theatre Wing.

The sisters are also dealing with the fact that their father, Joe (guest star Tom Irwin, "My So Called Life"), has just announced plans to marry his girlfriend, Renee (Christine Ebersole, Tony Award winner for "42nd Street"), a development that has left the women with conflicting emotions.

With their father (guest star Tom Irwin) out of town for the Halloween weekend, the Sorelli sisters agree to hold down the fort at the family deli, but things get a little out of hand when Marjee decides to throw a huge party at the house. In the midst of the chaos, Anne realizes she still has feelings for her childhood crush, Marco (guest star Victor Webster).

Tension in the Sorelli family arises when Anne finds out that her sisters are still keeping in close contact with her ex-boyfriend Danny. Bob becomes more concerned about Ginnie's prenantal health and the baby. Marjee is having difficulty on the new living arrangements of her boss' boyfriend. Lastly, Rose gets her first asting gig in a play written by and starring her crush, Alex (guest star Chris Carmack).

After forcing Bob to return the car he bought as a surprise for her, Ginnie has a change of heart and decides to have Marjee teach her to drive instead. Rose's new relationship with Alex (guest star Chris Carmack) hits a bumpy patch when he questions whether Rose's best friend, Joel (guest star Kyle Howard), has feelings for her; and Anne quickly realizes she may have bitten off more than she can chew when her father, Joe (guest star Tom Irwin), asks her to help his emotionally troubled fiancée, Renee (guest star Christine Ebersole). Rose questioneds her sisters about her realishonship with Alex

With Christmas festivities in full swing at the Sorelli house, Rose is torn between the two men (guest stars Chris Carmack and Kyle Howard) in her life, while Marjee finds herself in unfamiliar relationship territory when she realizes she may be developing feelings for her boss's boyfriend, Jason (guest star Julian Ovenden). Meanwhile, Ginnie is thrown for a loop when Bob announces at the last minute that his parents - most notably his cold-as-a-fish mother (guest star Judith Ivey) -- will be joining them for Christmas, and Anne is put in an awkward situation with her father, Joe (guest star Tom Irwin), and Renee (guest star Christine Ebersole), who is keeping a big secret.

With Bob's sexy rock star ex-girlfriend, Kylie (guest star Jaime Ray Newman), staying at the loft, a pregnant Ginnie finds herself jealous and questioning Bob's intentions. Meanwhile, Rose decides to take Alex (guest-star Chris Carmack) home for dinner, but is startled by her father's (guest-star Tom Irwin) strange behavior, and Anne and Marjee commiserate over their boy troubles with Marco (Victor Webster) and Jason (guest-star Julian Ovenden), respectively. The Veronicas (sisters Jess and Lisa Origliasso) perform at Rose's college hangout, Brew Skies coffee house.

Ginnie is devastated when her doctor informs her that pregnancy complications will prevent her from attending her father’s (guest-star Tom Irwin) wedding to Renee (guest-star Christine Ebersole), but Bob devises a plan to keep the family together. Anne encourages her ex-boyfriend, Danny (guest-star Dan Futterman), to come to the wedding even though she is taking Marco (guest-star Victor Webster) as her date, and Marjee is furious that Renee’s son (guest-star Peter Paige) ruined the sister’s surprise wedding gift by announcing his gift first. Meanwhile, Rose and Alex (guest star Chris Carmack) decide to ignore a strict drama school policy and audition to be movie extras in a local production

Ginnie and Bob continue to do their best in fixing their current marital problems. The couple decides to spend the weekend at the Cape, with the suggestion of Ginnie's father Joe (guest-star Tom Irwin). Marjee invites Jason (guest-star Julian Ovenden) to move into Anne’s place after Trish (guest-star Anne Ramsay) evicts him from her apartment. Meanwhile, Rose continues to drive a wedge in between Joel and his girlfriend Chloe as she kisses Joel after getting drunk at a college party. Lasty, Joe breaks the news to Ginnie that he and Renee (Christine Ebersole) are planning to make the Cape their permanent home, and a panicked Ginnie calls in her sisters as reinforcements.

The Sorelli sisters prepare to help their father Joe (guest-star Tom Iwin) and Renee move up to the Cape. At the same time, the sisters begin to reminisce about their deceased mother Francesca (guest-star Dana Delany). Meanwhile, Bob is forced to choose between a business trip or staying home and working on his rocky marriage to Ginnie. Marjee also does some heavy thinking as she and Jason begin to move in together. A depressed Anne sturggles over the fact that she and Danny (guest-star Dan Futterman) will probably never get back together. Lastly, Rose decides to stop being the good girl and goes after what she really wants, Joel (guest-star Kyle Howard).