Valerie Tyler is a 28-year-old organization freak who 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.


When her father accepts a promotion overseas in Japan , high-spirited 16-year-old Holly has no plans to head to Japan with him. She decides she'd rather live in the New York City with her "straight-laced" sister, Valerie. In the opener,…

Holly and Val plan a day of at the spa, but Holly finds herself in a 'muddy' situation when she sneaks out of the spa without Val's knowledge in order to meet J.C. Chasez from *NSYNC. Holly must somehow get back inside after being denied…

Val has trouble adjusting to Holly's care-free attitude, so she makes her follow a strict set of rules. Holly does her best to follow them, and realizes that she just can't do it. This leads Holly and Val ti the conclusion that Holly is…

Holly and Val battle over the possession of a stuffed teddy bear they both cherished during their childhood. But when the struggle for the bear becomes too much, the girls agree to give the critter to a little girl in the building, though…

Val tries to ease up on being an authority figure to Holly, but her patience is pushed to the limit when Holly and Gary take off for a wild party on Long Island without letting anyone know.

Holly becomes smitten with a young man, Kyle, who is leading a protest movement to allow the zoo's performing parrot to retire, but things fly out of control when Kyle is so inspired by Holly's passion for the cause that he kidnaps the…

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 lands a job at a copy shop where she thinks her new co-worker, Jake, is interested in her, but when she takes Jeff's advice on how to handle the situation, she becomes the laughing stock of the store. Meanwhile, Val is nervous about…

Determined to start their own Thanksgiving tradition, Val and Holly cancel plans with their relatives, claiming that Holly is sick. However, the girls' happy day goes awry when the family arrives at their apartment to surprise them.…

Holly has a major crush on a cute college guy named Evan and he's been coming in everyday at "Copy That" to get some coffee but Holly gets a chance to actually know him when she "accidentially" takes Evan's cell phone and gets invited to…

Holly becomes pals with Jeff's ex-girlfriend, Dana when they both go to a U2 concert with Jeff, even though Val warned Jeff and Holly not to go with Dana, and Jeff never even wanted Holly and Dana to be friends. Meanwhile, Gary saves the…

While Jeff is out of town, Holly takes Val out on the town, but the female bonding stops when Hunter, a guy Holly has her eye on, makes a pass at Val. Things get worse when Hunter's jealous girlfriend comes looking for Val.

Jeff suggests that Val should be more spontaneous and impulsive, but his advice backfires when Val who is dressed like a sexy cheerleader, is caught by Jeff's mom who has unexpectedly come to town. Meanwhile, Holly and Gary are at odds…

Holly volunteers to fill in at Val's office over spring break, but the girls clash over the tactics Val should use to land a promotion over a competitive colleague; Holly believes in playing dirty and kissing up to the boss and Val thinks…

On the most romantic day of the year, Holly jumps to the conclusion that Jeff is planning to propose to Val and Gary lands a date with a great girl, but the Valentine's Day pressures overwhelm him and he insists Holly double date with them.

When Holly sets her sites on buying an expensive sweater, Jeff agrees to hire Holly as a waitress but ultimately regrets his decision when Holly turns the restaurant upside down and even causes the chef to walk out.

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 Henry and borrows Val's car, but is shocked when she returns from the beach, to find the car gone! She tries to cover it up and act like it is gone, but Val soon finds out. They have a talk, and Holly admits to…

Upon learning that Val has a reputation for being antisocial at work, Holly encourages her sister to mingle with her colleagues. However, an evening out becomes fodder for office gossip when Val finds herself in a compromising position…

When Holly meets Henry's older brother, Noah, she instantly assumes that he and Val would be a great couple. Despite Henry's asking of Holly not to fix them up, Holly fixes Val and Noah up anyway, and eventually finds out why Henry asked…

Val and Holly meet a resident who would've got their apartment 5 years ago, but got a smaller one. So she threatens to evict them. Meanwhile, Gary thinks Holly forgot her birthday when she gives him a cheap present. So Gary gets mad at…

In the first season finale, Val gets home from work only to find Holly and Henry in Holly's room---with the door closed! Val worries that Holly and Henry have slept together. She lectures Holly about sex. But when Holly comes home from…


In the second season premiere, Holly tries to help Henry overcome his jealousy of Vince, an eccentric older guy who works at Harper and Diggs, but she makes matters worse when she accidentally tells Henry that she loves him. Meanwhile,…

Holly begins to feel the pressure of school, work and friends, so it is hard for her to be there when Henry needs her the most. Meanwhile, Val gets upset with her boss' business antics and the new boys' club atmosphere that the business…

In order to help Val get her first client since starting her own public relations firm, Holly becomes friends with the client's troubled teenage daughter, Tina. Meanwhile, Lauren distract Peter when they find themselves in competition…

When Val thinks it's time to move into a new apartment with bigger office space, she and Lauren look for apartments. When Tina shows Holly a loft in her building, Holly thinks it's wonderful. Things get better for Holly when she finds out…

When Holly learns that Henry has already lost his virginity she is shocked. She and Tina go and search the city frantically for the girl that 'soiled' Henry. Meanwhile, Lauren tries to get Val to relax and take a day off from work by…

Val accuses Holly of spending more time with Vince than Henry when Vince helps her set up Val's barbecue on the terrace. Holly and Vince fall asleep, and Holly wakes up in Vince's arms. Although it seems (to Val and everyone else) that…

When Tina's boyfriend Cal gets a condo up in the mountains, the gang makes plans to go away for the weekend on a ski trip. But when Tina and Cal have a fight, the ski trip gets canceled. Holly gets mad because she really wanted to go on…

Holly and Tina plan a girls' night out while Henry and Gary plan a boys' night out. Vince sees Holly and Tina at the diner and hooks them up with free front row tickets to The Strokes' concert. Henry tells Holly that he has tickets to The…

When Henry is away at Princeton, Holly realizes that she loves him, and will go at any length to tell him in person. But things go wrong when Holly takes a train to Princeton, and Henry takes the train to Holly's house. Meanwhile on a…

When Henry's parents kick him out, he moves in with Vince, making Holly feel awkward. Meanwhile, when Lauren realizes that Val hasn't had a boyfriend in a while, she sets her up by speed dating. Val meets a guy she really likes, and they…

After Henry overhears Val and Holly talking at the diner about Holly and Henry's relationship, Henry breaks up with Holly. Holly is so upset, she doesn't know what to do. So, she scours the city looking for answers while Val refuses to…

Holly and Gary's friendship is put to the test when Holly asks Gary to meet her with Henry at the movies. Meanwhile, after discovering that she ate seven Mounds bars and woke up with chocolate cake in her cleavage, Val decides it's time…

In this episode, Holly sends a fake package to someone to see Vince. They say hi and then Vince leaves quickly. When he is on his bike, a car runs into him and Vince ends up in the hospital. Holly, Val, Lauren, and Tina go to the…

Holly tries every attempt to find out if Henry has a new girlfriend so she can go after Vince. It turns out that Henry has moved on. When Holly goes to Vince's, she finds something she wasn't expecting. Meanwhile, Val and Lauren run into…

Holly and Vince try to be friends again by throwing a surprise birthday party for Gary's 18th birthday. When Holly and Vince run into Jill (Gary's ex-girlfriend) at the diner, who is supposed to be in Paris. They find out that for six…

When Holly and Tina are shopping at F&A (Gary's new workplace), Holly meets Greg, Gary's manager. Greg asks Holly out on a date, and she accepts, just to make Vince jealous. Everyone decides that they're going to Holly's house to see a…

Holly is puzzled by Vince's recent antagonistic behavior toward her until she learns the truth about why he was so brusque with her. And Val tries to sort out her feelings toward Rick.

Val and Holly prepare all week for Holly's interview to get into Columbia University. The day before the interview finally comes, when Vince announces that he can invite as many friends as he wants to go to Coney Island with him to test…

Val meets Rick's fiancee when he and Julie come to dinner. Julie and finds out that she and Rick are not as compatible as she thought they were. Meanwhile, while writing her college report, Holly forgets to save it, and it gets deleted!…

When Holly receives $2,000 from her grandmother for her 18th birthday, she decides to blow it on a lavish hotel suite.

When Holly and Tina don't have dates to the prom, they are upset, so they decide to throw an Anti-Prom, with no decorations, no dresses, and no prom king or prom queen. Everyone who doesn't have a date shows up, but when Henry comes with…

Holly is elated when she is accepted for an internship in Paris but when Henry and Vince each kiss her before she leaves she knows the time has come to decide between them. In order to distract her from Rick's upcoming wedding, Val books…


Holly returns home from Paris with Ben, a handsome British musician who has stolen Holly's heart.Vince and Henry Realizes they've losted Holly, Henry says goodbye to Holly one last time before leaving for Princeton. Meanwhile, Val, who…

Holly moves out of the loft with Ben when Val tell her that Ben can not live in the loft with them. Holly and Ben then end up at Vince and Gary's apartment, Vince agrees to let them stay there, Meanwhile, Val is concerned her fear of…

Holly works so hard to try to help Ben's music career, that she risks their relationship when she uses her money for school books to pay for Ben to perform at a club, where pop star Jesse McCartney is performing. Meanwhile, Rick asks…

Holy moves up Vals Bachelorette party, because Ben has a gig the same night, Val gets upset and bumps Holly from the position of Maid of Honor, leaving Lauren to be the Maid of Honor.

When Holly enters a contest to become the new "Herbal Essences Girl" to earn money for Val's wedding gift, Tina, who is mad at Holly, enters against her. Val finds a love letter Rick has kept from his ex-fiancé, and gets worried.

Holly discovers that she loves Ben and that she wants to tell him, but she doesn't want to tell him that his new song is horrible, so she takes Lauren's advice and lies to him. All seems fine until Holly finds out that Ben wants to send…

The group celebrate Halloween, by going to a party at the diner where Holly and Ben dress up as Sonny & Cher, Gary and Danielle as Ike & Tina Turner and Tina and Vince as Homer Simpson and Jessica Simpson. Everyone is shocked when they…

Holly starts feeling jealous of some of Ben's fans, so she tries to make Ben jealous in return. But when Holly's plan does not work Vince steps in with an idea of his own. Also Rick's mother is coming to visit, and Val wants her…

Val is acting very anxious because her wedding is coming up soon. She becomes even more anxious when she finds out that her dressmaker, Gittle has died and that her wedding dress has been given to a thrift store. Holly, Vince, Gary, and…

The wedding is almost here, and everyone is nervous. Ben gets a contract to go on tour, and Holly has the opportunity to go with him. Vince is furious. Tina is going out with her married boss (or so she thinks). She goes to Vince's…

When Val comes to the conclusion that she can't go through with the wedding, she takes her anger out on Holly. Meanwhile Holly was thinking she would not go on tour with Ben, because Val needs her, but because Val is mad at her she…

Holly is really excited about her new job, until she gets there and thinks her boss hates her. Val is having trouble moving on, after braking up with Rick, so Holly takes her to a club. At the club Val meets a woman who is going through…

When Holly gets annoyed at Ben for spending so much time on his career, and not enough time with her, Vince takes advantage of the situation by spending more time with Holly. Also Val finds out Lauren has run her business in to the…

Holly has partnered Ben with a hot new singer, Amber. But when Holly finds out the that Amber is attracted to Vince she starts getting a little jealous. To prove to herself that she is OK with it Holly suggests they go on a double date,…

An upset Holly comes into the bakery on Valentine's Day at 5 in the morning, worrying about the day before when she said "I love you, Vince." to Ben. Meanwhile, Lauren is cranky on V-Day because she has no boyfriend to share it with; and…

Holly wants Ben to yell at her for breaking his heart and when he doesn't, she gets upset with him. Finally, he writes a nasty song about her and wants to sing it during his performance at the club. Elsewhere, Val allows Lauren and Gary…

Holly's still mad with Tina for having a one night stand with Vince but she becomes furious when she learns that her own sister had a liaison with the Todd the plumber, which caused Val to miss Holly's comedy act at Giggles 10 years ago.

Fran Drescher drops by to give Val and Lauren some advice about dating younger men because Val goes out with a cute, intelligent, funny, and sweet guy. He seems totally perfect until Val finds out that he's still in high school.. Holly…

Holly tries to set Ben up with a girl he likes because she thinks she made Ben lose his bravery when she broke up with him. She fails and needs Vince's help, but the problem is that Vince doesn't want to be her friend anymore. They end…

Val yells at a crabby old man at her bakery, then he ends up dying a minute later. Val thinks his death is her fault, and Lauren tells her to go to the man's funeral to feel better. Val finds out that Lauren only told her to go to the…
The kids play prank after prank on one another with impunity...but when one of Holly's (a fake eviction note) backfires and almost gets Ben kicked out of the country, Holly may have to become a bride to keep her British beau from being…

Holly plans a romantic surprise party for Vince's birthday but when he arrives with a date havoc erupts when Vince tries to get Holly to admit that she can't make a commitment. In the meantime, Val meets a handsome single dad and has high…

Holly calls a radio psychologist to ask about her relationship problems. The psychologist tells her to talk to her past boyfriends. Lauren breaks a pipe and calls Todd. Holly goes to see Henry at Princeton for help because she does not…

Val, crushed over Rick's getting married to Julie again, wakes up the next morning married...to the plumber. Tina plans a vacation to Europe, but when her mom gets sick, Tina is stuck with an extra plane ticket, leaving Gary and Lauren…


After waking up to find a wedding ring on her finger, Val is surprised to learn that she has married her Old Boss, Vic, during a wild night in Atlantic City. Meanwhile, Holly has hidden out in the back of Vince's car as he travels to…

With Holly and Vince now an official couple, Holly is determined to make her relationship work even though they must spend a few months apart while Vince is in Florida. Meanwhile, Val and Lauren devise a plan to force Val's new husband…

Holly and Vince have their first fight when Vince takes Gary to a basketball game instead of her. Holly feels that she and Vince should attend sporting events, plays and other events together, though she quickly realizes this idea may not…

Holly is sworn to secrecy when Tina confides that she may have feelings for Gary. Likewise, Vince is sworn to secrecy when Gary confides that he may have feelings for Tina. When Holly tells Tina's secret to Vince, it causes trouble…

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.

When Holly feels that she is ready to take her relationship to the next level with Vince, she is determined to make Vince feel the same. Meanwhile, Charlie proposes to Val, who doesn't want to tell him that Vic is actually her husband.…

When Holly and Val's father Jack drops in for a visit, the girls do their best to impress him. However, during a nice dinner, Holly and Val accidentally catch their father in a compromising position with his business partner. With all the…

It's Jazz Night at the bakery and Val finally asks Vic to be her date to the party. Though he initially agrees to the date, things go awry when he shows up with annulment papers, but the signing is delayed when Lauren spills champagne on…

When Val and Vic's annulment papers come on Thanksgiving, Holly gives them to Tina to get rid of, so it doesn't ruin Val's Thanksgiving like last year. Meanwhile, Lauren and her online poker buddy decide to meet each other for a date, and…

When Vince discovers that Holly makes more money than he does, this causes Holly to update his resume a little bit and give him jobs he never had. Val misses her first date with Vic after a falling-out with Lauren.

Vic returns home after being maimed in a fire, and Val looks at him in a new light; Holly intervenes when it appears Vince's old girlfriend is looking to get him back when he starts work at her real estate firm.

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…

When Val meets Vic's mom Eileen for the first time, she does her best to impress her. In doing so, Val unknowingly causes her mother-in-law to fall off the wagon. Meanwhile, Holly's jealousy over Vince's new partnership with his co-worker…

Val runs afoul of Vic's firefighting pals when she withdraws the bakery's offer of providing them with free food and coffee; Tina and Gary try to patch things up between Holly and Vince.

Val panics when she learns that she and Vic were not legally married. Required to wait 24 hours by City Hall before they are allowed to have a civil ceremony, they decide to take a compatibility test, resulting in a fight about how many…

Lauren keeps Holly company when Val and Vic crave alone time. Vince takes Gary's advice on how to get back with Holly.

Lauren hosts a spa day for bride-to-be Val to keep her from panicking when she learns about the Star Wars themed wedding that was accidentally planned for her and Vic. But things go awry when there is a lock-down at the spa.

In the series finale, Valerie finally has her dream wedding to Vic, but there are a few problems. Val, Holly, and Lauren are stuck at a spa where an escaped convict is being searched for, making the three of them late for the wedding.
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