Valerie lectures Holly about sex, but a chance encounter with Jeff makes her look like a hypocrite. Meanwhile, Gary keeps ditching Holly to spend time with his girlfriend.

A neighbor discovers that Valerie violated a lease agreement and the infraction might cost Holly her residency in the building. Meanwhile, Gary feels slighted by an inexpensive birthday present from Holly.

Frustrated by Val's withering social life, Holly disregards Henry's warning and sets her sister up with his handsome doctor brother, Noah. Also: Gary's tableside manner with female diners irks Jill.

Holly encourages Valerie to socialize with her co-workers, but a night out with them puts Valerie in a compromising position with her boss. Meanwhile, Jeff meets an attractive woman, only to learn that she is Gary's mother.

Holly ditches school with a friend and borrows Valerie's car, but the vehicle soon disappears. Meanwhile, Gary helps Jeff's restaurant career and expects free food from his pal in return.

Valerie breaks up with Jeff after he says he doesn't want to get married, and she tries to bury her pain under a veneer of optimism. Holly then tries to get her sister to drop the act and face up to her pain. 

Jeff hires Holly to work at his restaurant, but the teen's clumsiness aggravates her co-workers and tests the owner's patience. Meanwhile, a bored Gary tries to spend time with Valerie but ends up getting on her nerves.

Holly thinks that Jeff will propose to Valerie on Valentine's Day. Meanwhile, a nervous Gary begs Holly to double date with him after he asks out a beautiful gal.

Holly advises Valerie to use dirty tactics against another employee who is competing with Valerie for a coveted promotion; Gary freaks out after attending a sideshow in the city.

Val's attempt to be more spontaneous lands her in an embarrassing costume and an awkward situation with Jeff's mom. Meanwhile, Holly and Gary each claim ownership of a free digital-music player.

Holly joins Valerie for a night on the town, but their evening turns when a guy who catches Holly's eye takes an interest in Valerie.

Holly becomes pals with Jeff's ex-girlfriend, despite Jeff's warnings that such a relationship could be troublesome. Meanwhile, Gary saves the life of a real-estate magnate at a concert and receives an unusual reward. 

Gary accompanies Holly to a college party after Holly swipes a cute guy's cell phone and calls him at his dorm to return it. Meanwhile, Jeff and Valerie square off over a game of Scrabble.

Valerie and Holly plan a quiet Thanksgiving at home, but first they must find a way to ditch the annual gathering at their aunt's house. Meanwhile, Jeff and Gary set out to find the perfect bird to share with the ladies.

Holly gets a job at a photocopy store and embarrasses herself when she tries to tell a co-worker that she's not interested in him. Meanwhile, Valerie gets to work closely with her boss on a big project, but she soon discovers that the woman has an unpleasant hygiene problem.

Gary feels left out when an old female friend comes to visit Holly, but Holly gets a surprise when she catches the pair making out. Meanwhile, Jeff is bummed when he discovers that Valerie still sleeps in an ex-boyfriend's sweat shirt.

Holly tries to impress a cute guy who's leading a protest against the alleged abuse of a parrot at a zoo with her passion for animal rights, but her fake zeal for the cause leads to an abduction of the bird. Meanwhile, Valerie attempts to play matchmaker for a woman who always eats alone at Jeff's restaurant.

Valerie decides to stop henpecking Holly and give the teen more freedom, but her new strategy backfires when Holly tries to stay out all night without telling Val where she's going.

Valerie and Holly argue over ownership of a teddy bear from their childhood until they agree to give the toy to a neighborhood child, who winds up showing much less reverence for it. Meanwhile, Jeff and Gary try to fix Valerie's armoire, but their efforts are thwarted by their complete lack of handyman skills.

Valerie has trouble adjusting to Holly's carefree attitude, so she makes the teen follow a strict set of rules spelled out on paper.

Holly's plans to spend a day at a spa with big sister Val clash with her previous appointment to get her picture taken with a celebrity. So the teen sets out to do both at the same time. Meanwhile, Jeff and Gary compete to see who is in better physical shape.

Holly tries to be the perfect roommate but her efforts end up complicating Valerie's life and jeopardizing her career.