"You are my sister. You're supposed to drive me crazy." Twenty-eight-year-old organization freak Valerie Tyler loves her 16-year-old sister Holly. Even if Holly is rambunctious. Spontaneous. Impulsive. Disconcerting. And definitely disorganized. Then Holly moves in with Val, and the sisters discover they may make better siblings than roomies in this bright, giddy comedy set in Manhattan - and in the hearts of sisters everywhere.
Holly tries to be the perfect roommate but her efforts end up complicating Valerie's life and jeopardizing her career.
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.
Valerie has trouble adjusting to Holly's carefree attitude, so she makes the teen follow a strict set of rules spelled out on paper.
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 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.
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.
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 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.
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.
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.
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.
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.
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 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.
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.
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.
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.
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.
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.
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.
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.
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.
Holly tells Henry that she loves him, a slip of the tongue that strains their relationship. Elsewhere, Valerie accepts a date with her new boss.
Valerie feels slighted by her boss when he gives a new client whom she recruited to a pair of male co-workers. Meanwhile, Holly upsets Henry when she leaves the dentist's office during his surgery to help Valerie out of a jam.
Valerie tries to land a client by getting Holly to befriend the client's teenage daughter, but their plan goes awry when Holly tries to take the fall for the daughter's reckless behavior.
Vince and Henry anxiously await Holly's return from Europe while Rick impulsively proposes to Val, who suspects she's pregnant.
The sisters endure a sleepless night when Holly storms out over Val's refusal to let Ben stay in their loft. Vince ends up being more accommodating despite the awkward position Holly puts him in.
Jesse McCartney appears as himself and performs as tensions surface between Holly and Ben over her efforts to land him a gig. Meanwhile, Val is miffed with Lauren, who keeps interfering with her wedding preparations.
Conclusion. Val literally wakes up to the realization that she and Vic got hitched while they were drunk. Meanwhile, Holly is stowed away in the backseat of Vince's car and heading to Florida.
Val tries to persuade Vic to sign papers to annul their marriage, but he refuses to do so; and Holly returns home from Florida and worries when she doesn't immediately hear from Vince.
Holly is hurt that Vince takes Gary to a Knicks game instead of her; and Val finds herself growing more attracted to Vic (Dan Cortese), especially when he helps in the bakery remodeling.
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Holly tries to persuade a rich, incarcerated man to let her and Valerie move into his loft so that Valerie can have her own office.
Holly learns that Henry had sex while in a previous relationship, so she and Tina set out to meet his old flame. Meanwhile, Lauren persuades Valerie to spend a workday relaxing at the loft and spices things up by hiring a pair of masseurs.
Valerie finds Holly in a compromising position with Vince on their apartment terrace on a night when Henry is studying with friends. Elsewhere, Valerie keeps running into her former boss at a local gym.
Holly and her friends try to get Tina to apologize to her boyfriend for insulting him, in hopes of salvaging a planned ski weekend. Elsewhere, Lauren turns to Valerie for help with landing a new man.
Holly lies to Henry about how she got front-row seats to a concert because she doesn't want him to know that Vince was with her at the time. Meanwhile, Valerie goes to a bachelor event honoring Peter and other eligible men.
Holly examines her feelings for Henry after he goes on a weekend visit to Princeton; and Gary awaits his girlfriend's return from France. Elsewhere, Valerie takes a business trip to Chicago and runs into Peter, who's there with a female companion.
After a fight with his dad, Henry moves in with Vince, an arrangement that Holly finds troubling as she frets over her attraction to Vince. Meanwhile, Lauren persuades Valerie to try a speed-dating service.
After they have a fight, Holly goes looking for Henry, who overheard a conversation that revealed one of her secrets.
Holly asks Gary to trick Henry into meeting with her, but the plan backfires and strains the bonds of friendship among all of them. Elsewhere, Valerie swears off sugar and tries to persuade Lauren to join her.
Vince is injured while delivering a package and ends up in the hospital, where he kisses Holly for the first time when she comes to visit; Valerie and Lauren compete for the attention of a cute doctor.
Holly's ready to date Vince after seeing Henry with a new girl, but her plans are derailed when she finds Vince with someone else. Elsewhere, Gary gets a new job at a store that requires him to work shirtless, much to the delight of female customers.
Gary upsets Holly when he says that he wants to take Vince's advice and celebrate his birthday at a club rather than at their usual skating-rink outing. When Holly confronts Vince about his meddling, she runs into Gary's ex-girlfriend, who's supposed to be in France.
Holly dates Gary's boring boss, but when she tries to dump the guy, she sees Vince with another girl, so she prolongs the relationship to make Vince jealous. Meanwhile, Lauren learns that Valerie has applied for a job, so she quits the Tyler firm.
Holly struggles with her friendship with Vince and ends up offending him at the diner, but she only makes matters worse when she tries to apologize. Elsewhere, Valerie's friend Rick becomes obsessed with trivial things after a near-death experience on an airplane.
Holly postpones a college interview at the last minute so she can hang out with her friends, making Valerie angry since she spent time preparing her sister for the meeting. Elsewhere, Lauren finally does the deed with her new boyfriend, but it turns out to be a disappointing event.
Holly writes an essay that she hopes will win her an internship in Paris, but a computer glitch puts her plan in jeopardy. Meanwhile, Valerie hosts a party for Rick and his fiancée, a woman who learns some surprising things about the man she plans to marry.
Holly receives a large sum of money for her 18th birthday and decides to blow it on a big party, ignoring Valerie's advice to put it in the bank. However, the teen's irresponsibility with the cash gives her sister a chance to teach her a lesson
Holly throws a party for her classmates who are not going to the prom, but the evening doesn't quite go as planned. Elsewhere, Valerie gets an invitation to Rick's wedding, but she wonders if it was sent to her by mistake.
Both Henry and Vince kiss Holly just days before her summer internship in Paris begins. Meanwhile, Valerie keeps a stiff upper lip on Rick's wedding day; and a sick Lauren takes refuge in the Tylers' loft.
A sudden career break for Ben sends Val into a fury after Holly postpones her sister's bachelorette party to attend his gig. Also: Gary makes his move on a dance teacher.
To pay for Val's wedding gift, Holly tries to outdo her mane rival for a shampoo commercial; Tina develops a crush on a married vet; Val loses a diamond bracelet while sneaking around Rick's apartment.
Holly is ready to tell Ben that she loves him---but she can't admit that she hates his new song; Val isn't ready to share her space with Rick's stuff.
After dropping out of college, Holly tries to turn Gary's girlfriend into a pop star; Lauren persuades Val to stay at a nudist ranch.
Rick invites his parents to dinner on short notice, shifting Val into panic mode when her "mutton entree" turns out to be a live lamb. Elsewhere, Ben and Holly quarrel over gigs she booked for him.
To ease Val's wedding jitters, Holly and Lauren calmly handle the final details---until a problem with the dress sends them into panic mode. To make matters worse, Holly spots Rick with his ex-fiancée.
As Val and Rick's wedding approaches, both are overcome with a case of the jitters that threatens their marriage before it begins.
Conclusion. Holly's revelation about Rick's ex gives Val pause as she prepares to exchange vows with him. Also, Vince and Tina raise eyebrows with their tryst.
Holly's dream job at a management firm turns into a nightmare when her lesbian boss thinks they are on the "same team" after a chance encounter at a bar; a dejected Val befriends a woman who's also mourning a breakup.
When Ben's career forces him to cancel dates with Holly, Vince thinks he has a chance to win her back. Meanwhile, Val makes a sudden career change after Lauren informs her that the PR firm has gone belly-up.
Holly is irked when a singer she teamed with Ben becomes romantic with Vince; Val tries to sweet talk a food critic reviewing her bakery.
As Valentine's Day approaches, Holly's heart is torn between Ben and Vince, while Val and Gary invent a secret admirer for lovelorn Lauren.
Holly's eagerness to get Ben to vent his feelings backfires when he pens an angry song about her; Val's bakery is robbed while Lauren and Gary are in charge.
Jennie Garth's former "Beverly Hills, 90210" costar Luke Perry guest stars as a plumber who reveals details of his past with Val; Holly fumes about Tina's tryst with Vince.
Holly tries to one-up Vince and keep their mutual friends for herself by inviting them all to Mexico; Val receives tips on younger men from Fran Reeves.
Val and Lauren vie for the attentions of a handsome vagrant; Holly tries to help Ben win the heart of a sexy singer as she suppresses her own feelings for Vince.
Tina uses her sex appeal to get a promotion after Holly lands her a job at the management firm. Elsewhere, a customer drops dead at the bakery after Val reads him the riot act.
Holly and Vince's practical-joke war reaches a fever pitch when Holly offers to marry Ben to prevent him from being deported; Val indulges her wild side by buying a sports car.
Holly plans a romantic surprise birthday dinner for Vince, but the plan goes awry when he arrives with a date. Meanwhile, a boy sets Val up with his dad.
Holly seeks advice from a radio shrink and an old beau, Henry on how to deal with her feelings for Vince; and Val wrestles with her attraction to Todd.
Vince plans a summer in Florida after convincing himself that Holly loves Henry, while Val tries to take her mind off Rick's marriage with a night out on the town.
Tina reveals to Holly that she kissed Gary in an impulsive moment and asks her not to tell anyone, but Holly figures that Vince is an exception, and she breaks the confidence.
In Part 1 of a two-part episode, Jason Priestley plays a man who asks Val on a date, which she sees as a perfect way to distance herself from Vic; and Holly and Vince have a fight over jealousy.
Conclusion. On Halloween, Val's hand gets stuck in the toilet just as Charlie, whom she realizes is crazy, arrives with a surprise. Meanwhile, Holly thinks it's time for her and Vince to take the next big step in their relationship
Holly and Val's judgmental dad (Barry Bostwick) is coming from Japan to visit them, and Val tries to get rid of Vic while Holly warns Vince not to mention that she dropped out of college.
Val asks Vic out on a date for the bakery's first Jazz Night. But he backs out when he realizes it's just a one-night deal for her, and then shocks her with an announcement that makes her confront her feelings for him.
Thanksgiving brings havoc, thanks to Vic's old flame, who heightens the tension with Val at a group dinner that also reveals Lauren's secret. It concerns the identity of her online lover, the "married poker man."
Val and Lauren restart a spat over Rick and his role in their love lives; Holly and Vince spar over their salary disparities and a Caribbean trip she intends to pay for. As Vince tells Gary, "I tried to be cool, but I can't be a kept man."
Holly suspects Vince's current boss (and former flame) is trying to steal him away, and her interference causes Vince to lose his job. Meanwhile, Val comes to terms with her feelings for Vic when he comes home after an injury on the job
Lauren lies about a surprise party for Valerie so she can see Rick, but the truth comes out when the affair lands Rick in the hospital, and Val cannot forgive her friend for the deceit. Meanwhile, Vic has a special gift for Val, but has trouble finding the perfect time to give it to her.
Valerie tries to make a good first impression on Vic's mother, who already has formed an unflattering opinion of her new daughter-in-law and refuses to change her mind. Elsewhere, Robyn steps up her efforts to seduce a clueless Vince.
Tina and Gary scheme to reunite Holly and Vince, but Robyn has plans to keep them apart. Meanwhile, Valerie runs afoul of Vic's firemen "brothers" and is upset when Vic sides with them instead of her.
Vic and Val learn their quickie wedding wasn't official, so they decide to get married right away, but a mandatory 24-hour waiting period threatens to end things before they even get started. Meanwhile, Holly and Vince pretend they have gotten over each other, preventing them from reconciling.
Holly keeps interrupting Vic and Val's alone time, so Lauren agrees to keep her company---with disastrous results. Elsewhere, Vince asks Gary for advice, and thinks he finally has a solution to his problem with Holly.
Lauren treats the girls to a day at the spa to relax before the wedding, which they sorely need when Val learns her nuptials will have a sci-fi theme and Holly loses Vince's bracelet.
In the series finale, Val and Holly try to leave the spa in time for the wedding, but get stranded along the way and end up fighting. Meanwhile, Vince says his final good-bye to Gary before leaving for Chicago.