When beautiful and free-spirited Skyler Dayton wanders into The Stacks, a small, family-run bookstore owned by Gavin Dewitt and his brother, Stuart, looking for a self-help book on relationships, no one expects this to be the beginning of the most unexpected chapter of their lives. In the series opener, Skyler enlists the bookstore gang's help in ending her relationship with her philandering rock-star boyfriend while Gavin begrudgingly asks Skyler to return the favor to make his ex-wife jealous.
When Stuart volunteers to retrieve Skyler's grandfather's watch from her ex-boyfriend Eddie, he ends up getting sucked in by Eddie's charms himself. Skyler attempts to get her mind off Eddie by attending Katrina's knitting group and finds that the company of women is quite different than she expected.
Gavin gets engrossed in online poker game. That's when his ex-wife shows up telling him he has to take their son for a haircut for his interview at the school they hope to get him in. But Gavin had already agreed to do it tomorrow and is doing so well at the game, he lets Skylar take him. But when they come back, the style he chose is not exactly what they hoped he would get. So Gavin dreads telling his ex what happened because he knows she won't approve of him choosing gambling over their son's welfare. And when a guy sits in Harold's chair, he tries to get him to leave.
Gavin and his ex-wife bring their son to the school for his interview and they're worried that the haircut he got might not make a good impression on the head master. So they bring Skylar along who was the one who brought their son for his haircut to explain. But when the man meets her he can only think about hooking up with her. Later when they go to his place, he makes a move which she rebuffs. And when Gavin and his ex hear about it, they're worried this ruins their son's chances.
A behind the scenes look at the outfits worn in the show.