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…

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…

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…

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…

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…

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…

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…

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,…

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…

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…

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…

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…

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…

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…

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….

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…

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…

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…

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…

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…

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…

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…

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 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,…

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…

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…

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…

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 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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…