The City (2008)
Season 1
It's a whole new world for Whitney Port living in the lights of Manhattan. Surrounded by all new friends, pursuing a fresh love life, and starting to work in the upper echelon of the fashion industry is a lot to navigate for a new girl in the big city.
23 Episodes
- If She Can Make It Here...
E1Episode 1If She Can Make It Here...Welcome to The City! Whitney Port, who we've all come to know and love as Lauren's co-worker and friend on The Hills, has decided to leave her California life behind and risk it all for a new career opportunity in New York working for the fashion house of Diane von Furstenberg. Whitney has one old friend, Erin, waiting for her in Manhattan, and a whole host of new people she's getting to know. Although the coast-swapping move is professionally driven, Whitney's excited to for the chance to spend time getting to know Jay, the Australian singer/guitarist she met during an earlier trip east while working for People's Revolution. Erin and Jay, along with his roommate Adam, round out her "downtown" circle of friends; Olivia, a self-described "social," is a new colleague at DvF and invites Whitney into her "uptown" world. Arriving at the Diane von Furstenberg offices in Manhattan's Meatpacking District, Whitney is ready for her first day on the job. She's given a quick tour of the office and meets Olivia for the first time. Olivia is quick to grill her about who she knows in New York, as well as about her budding romance with Jay. Olivia also tells Whitney about a dinner party she's planning to throw at her apartment, but it's just small talk so far, and she doesn't offer an invitation. Back at her temporary home in Erin's apartment in the city's Gramercy section, Whitney gives Erin the scoop on her first day at DvF and her experience meeting Olivia. When Erin mentions that she knows Olivia, the city suddenly begins to seem like a pretty small world. The conversation then segues into Whitney's date with Jay that evening. Whitney arrives at Nero to find Jay waiting for her on the patio. They toast her first day at DvF and Jay offers to be Whitney's personal tour guide of the city. They flirt, giggle and touch ... and it isn't long before they're calling for the check. The next morning, Whitney recaps her date for Erin. She admits to going to Jay's place afte - The Truth Will Reveal Itself
E2Episode 2The Truth Will Reveal ItselfWhitney meets for lunch with Alex, a model who she had previously gone on a date with during one of her trips east with People's Revolution. Hills fans will remember that the second time she saw Alex, after a fashion show they worked together before her move, she blew him off for Jay, who she's been with ever since. Whitney apologizes to Alex for leaving him that night and tells him that she's been seeing Jay. Alex admits that while he was a bit hurt, that's not why he's invited Whitney out for lunch. He goes on to tell her that his roommate is friends with Jay's ex-girlfriend, Danielle. According to what Alex has heard, Jay recently told Danielle that he wasn't seeing Whitney anymore and that the exes spent the night together. Whitney is visibly upset by the story, but tells Alex that she has to decide who she's going to trust. Back at Erin's apartment, Whitney recaps what Alex told her. She tells Erin that the story made her heart sink to her stomach and that she isn't sure who to trust. Whitney decides she's going to talk to Jay about it and let him know that she may be new to the city, but that she's not that naïve. While playing basketball in Central Park, Adam asks Jay whether he plans to stop seeing other people as things get more serious with Whitney. They discuss timing for such a conversation and agree that neither would want to be the one in the relationship to bring it up. When Olivia goes out to dinner with her cousin, Nevan, they discuss Whitney, who Nevan advises Olivia to take her under her wing. Olivia concurs and tells him that she'll bring Whitney with her to the Manolo Blahnik event she's attending at Bergdorf Goodman. Whitney meets up with Jay at Café Noir to discuss the story he heard from Alex at lunch. Jay explains his side of the story: Danielle approached him to talk and that he got a cab home for her, not that he went home with her. He swears to Whitney that he's telling the truth and even offers to call Danielle to confir - The L Word
E3Episode 3The L WordErin's new boyfriend, Duncan, flies into town from Toronto. They playfully flirt on the couch at Erin's apartment when Whitney walks in. After a brief introduction, Whitney tells them that she will give the two alone time and gets out of their way. Erin and Whitney grab breakfast at The Smith in the East Village while Duncan is asleep. Whitney shares that she is grateful yet apologetic that Erin has let her stay in her apartment. Erin responds that she is happy to open up her home, even though it might be a little crowded with Duncan in town. Whitney also questions her relationship with Jay -- she wants to trust him, but is finding it difficult. Whitney and Olivia help out with the styling at a Diane von Furstenberg photo shoot. While on the job, Whitney gets a call from Jay about an apartment he wants her to see immediately. She tells Olivia she wants to check out the place, but doesn't want to leave the shoot. Olivia, a native New Yorker, offers to help Whitney apartment hunt later but Whitney decides to leave early and goes to meet up with Jay. Whitney and Jay check out the apartment in Gramercy Park, only 2 blocks away from Erin's place. They are both pleasantly surprised with the open floor plan and the breathtaking floor-to-ceiling windows. Although Whitney, at first, has some reservations about the high-rise building, Jay reassures her that with a new place they can finally have some alone time. Later, Whitney is elated to tell Olivia that she got the apartment she saw with Jay. Now feeling like she's on top of the world, Olivia shakes up her spirits with a little unwelcomed advice: you need to be more independent and your own person. Erin and Duncan spend the night out at Brass Monkey. Although a bit hesitant at first, Erin opens up her feelings to Duncan and he warmly reciprocates. She flirtatiously asks him how he can be so perfect, but Duncan responds that he definitely has his secrets. Whitney moves into her new apartment with Jay and Erin's help. Erin shares that she and Duncan used the L word to each other last night. Although Whitney is ecstatic to hear the news, Jay is perplexed on how two people can fall in love in only two weeks into a relationship. While on a stroll in Central Park, Whitney confides in Erin that she seems to be figuring out everything in this new city -- except for the guys. She tells Erin that she will talk to Jay tonight about their relationship. Meanwhile at Olivia's apartment, Olivia and her cousin Nevan dish about Whitney. Olivia is bothered that Whitney has moved into the first apartment she saw and also the apartment that Jay found. She is concerned that if anything were to happen between Whitney and Jay, she doesn't want Whitney to have emotional baggage attached to her home. Olivia wishes that Whitney be the more confident New Yorker and ditch the LA girl in her. Whitney meets up with Jay at Stanton Social in the Lower East Side for dinner. Again, Jay criticizes on Erin and Duncan's relationship about how they are moving too quickly. They both skirt around the issue about their own relationship until Jay outwardly states that he doesn't want to be all about a relationship at this time because he is finally comfortable with where he is. He doesn't want to date other people, but he also doesn't want to put a label on their relationship either. Whitney then boldly gets real and honest and tells him that she doesn't want to invest in someone that doesn't make her a big priority in his life. Even though he can't agree right now, Jay reassures Whitney by telling her that he wants to get to know her better. Whitney nods hesitantly and confused at his remarks, and they continue on with their dinner date. - Good Things Come In Threes
E4Episode 4Good Things Come In ThreesAt the Diane von Furstenberg offices, Whitney and Olivia discuss the guest list for their upcoming Wonder Woman Event with DC Comics. Olivia explains that all the "socials" (i.e. socialites) will be invited. Then Diane (yes, THE Diane von Furstenberg) shows up and talks to Whitney about styling some outfits for the event and then asks her how things are going for her. Whitney and Erin have lunch at Caffe Falai in Soho. Whitney tells Erin that she thinks she may need to take a step back in her relationship with Jay. Back at the DVF offices, the staff has a meeting about preparations for the upcoming Wonder Woman Event. Alixe Boyer, the VP Global Image Director and Whitney's boss, tells the team to convert the whole store for the event. Whitney is assigned to handle the window displays and Olivia's assigned to help Whitney. Duncan, Erin's long distance boyfriend, is coming to the end of his stay in the city at Erin's apartment. They discuss their relationship and have conflicting views. Duncan talks about moving to NYC and says that he might just need "a couch" to sleep on until he finds his own place. While Erin enjoys being with him she also enjoys having her space when he's gone. At DVF's Wonder Woman Event, Olivia works the front door and greets guests - many of whom she seems to know rather well. Samantha arrives and goes inside to chat with Whitney. They're introduced to Chris, a cute co-worker of Whitney's who works in a different department. Just as Chris is about to leave, he asks Whitney out to lunch. Whitney seems surprised by his straightforwardness but she agrees. Whitney goes out to lunch at The Diner with Chris. Whitney tells him that she's still new to the city and only has a few friends, so, Chris offers to take her out so she can make more friends. Meanwhile, back at DVF, Olivia picks up a phone call from Jay - he's looking for Whitney. Olivia tells Jay that Whitney is out to lunch and that's all she knows. When they return from lunch, Chris gives Whitney a hug goodbye and heads to his office. Olivia and another co-worker, Elizabeth, start grilling Whitney about her lunch date. Whitney says that although he's nice, she didn't feel any chemistry. The girls ask Whitney whether she's going to tell Jay. Olivia says that she doesn't need to tell him anything but Whitney decides to anyways because it was just a lunch. As Duncan hails a cab to the airport he asks Erin about their relationship hoping to change her mind. Erin still thinks being in a long distance relationship works better and doesn't want him to move to New York just for her because it might put too much pressure on their relationship. Later, Whitney meets up with Jay for dinner at Los Dados in the Meatpacking District. After a brief catch-up, Whitney talks about her friendly lunch date with Chris. Jay doesn't respond favorably and wonders if this is a ploy to make him jealous. He nonchalantly tells her that she can do whatever she wants. Does he really mean it? At Whitney's apartment, Erin and Whitney discuss both of their relationships. Erin thinks she may have a problem because she has only had long distance relationships. Whitney says that Jay gives her too many mixed signals but she definitely has a spark with him that she doesn't have with anyone else. Meanwhile at Il Bastardo, Jay confides in Alex about his relationship with Whitney. After three months of seeing each other, Jay needs to figure out if this relationship is either going to go somewhere or nowhere. After talking it out with Alex, Jay realizes that he doesn't want to lose Whitney -- she's a keeper! Later, Jay picks up Whitney at her apartment for their date. While Whitney is still getting ready, Jay asks if they can talk. She says of course he can talk to her about anything. As Jay pulls her in close, he adoringly declares that he wants to take the relationship to "the next level" and wants Whitney to be his girlfriend. Whitney giggles and nods in agreement and they then seal the deal with their first kiss as an official couple. - Boys Night Out
E5Episode 5Boys Night OutJay and Whitney have dinner plans with Adam and Allie. While Whitney and Jay wait for them at the restaurant, Jay briefs her on Adam and Allie's relationship and how instantly they had a spark. He also tells her that Allie is originally from Sacramento. Whitney finds comfort in Allie being a fellow Cali girl. When Adam and Allie arrive at the restaurant, Allie talks about how demanding her modeling career is and that she has to travel tomorrow for a Diesel photo shoot. Allie asks Whitney if she would keep an eye on Adam while she's away. Whitney and Erin take a stroll in Central Park. They discuss Adam and Erin's relationship. Erin is concerned that Adam might misbehave while Allie's away. Whitney thinks that although Allie has asked her to keep an eye on Adam, she doesn't want to be in the middle of their relationship and feels torn. Olivia and Nevan go to the Mike Weiss Art Gallery in Chelsea. Nevan expresses that he needs to find a stable job that will give him a balanced day-to-day routine. He contemplates getting a nightclub job in the East Village but realizes that his social lifestyle may not be conducive to such a job. He's realizing that he had a pretty cushy life with all of his finances being taken care of, but Olivia reassures him that the lifestyle will come back if he just gets a job! Jay, Adam and their entourage head out to Cain nightclub for a boys' night out. Jay admits that they could really get in to some trouble. Shortly after, Samantha and her friend Catarina join the boys. After some casual flirtations exchanged between Adam and Catarina, Jay suspects that there might be some repercussions from tonight's festivities. The following morning, Whitney, Erin and Sami meet up for brunch at Lyric Diner in Gramercy. Sami gives the ladies the scoop on what happened the night before at Cain. From what she heard, the party continued on at Adam and Jay's apartment until 8 in the morning. Suddenly, Sami gets a text from a friend saying that Ada - He Never Said He Had A Girlfriend
E6Episode 6He Never Said He Had A GirlfriendAllie breaks down after a face-to-face run in with the girl who claims she kissed Adam, but Adam sticks to his story to win Allie back. Whitney gets upset with Jay for taking Adam's side, and Olivia and Nevan judge the whole scandal. - Mingling With The Commoners
E8Episode 8Mingling With The CommonersWhile eating at Petite Abeille, Whitney and Jay talk about his band Tamarama's upcoming gig at the Cutting Room. Whitney's invited Erin and Olivia to see the show. Jay jokingly tells Whitney that he'll corner off a little area for Olivia so she doesn't have to "mingle with the commoners." On the Upper East Side, Olivia meets Nevan for lunch at La Goulue. After reprimanding Nevan, for calling her "babe," Olivia tells him that Whitney has invited her to see Jay's band play. Olivia doesn't know anything about the band, so, Nevan advises that she remember to smile and clap. The night of Tamarama's Cutting Room gig, Whitney and Erin hail a cab and head to Olivia's apartment. Erin tells Whitney that her ex-boyfriend JR may be coming tonight. She goes on to say that she's told JR about Duncan and hopes that JR never asks to get back together. When Whitney asks whether Erin wants him back, Erin only says that the timing is bad. At Olivia's Tribeca apartment, Olivia fluffs pillows in preparation for Erin and Whitney's arrival while her dog, Mr. Butler observes. When Whitney and Erin arrive, they immediately marvel at her closet and how pretty the apartment looks. Like any good hostess, Olivia offers her guests "champy" (a.k.a. champagne) but Whitney says they're in a bit of rush. Olivia isn't worried and tells Whitney that Jay wouldn't start without her being there. Meanwhile at Cutting Room, Jay and his Tamarama band mates set up for their gig. Adam shows up and asks Jay whether Whitney has arrived. Jay replies, "She'll be here -- she better be here." Back at Olivia's apartment, Olivia pours champagne for herself and her guests. Mid-pour, Olivia decides that she should be wearing all black for a rock concert. Whitney and Erin try to convince her convince her to stick with the current outfit but Olivia has already headed to the closet to find something else to wear. Erin and Whitney exchange concerned glances and Erin mouths, "We've got to go!" At the Cutti - Unexpected Roommates
E9Episode 9Unexpected RoommatesAdam kicks Jay out of his apartment so Allie can move in permanently and Jay asks Whitney if he can live with her. Erin's plan to juggle two guys backfires when Duncan and J.R. meet face-to-face, leaving her all alone on New Year's Eve. Olivia is fed up with Nevan crashing on her couch and tells him it's time to find his own place. - Fool Me Twice, Shame On Me
E11Episode 11Fool Me Twice, Shame On MeWhitney is crushed when she discovers that Jay's mysterious night out was spent with his ex-girlfriend Danielle. Olivia steals all the credit from Whitney when they style an ELLE cover shoot and Allie decides that she needs space from Adam and moves in with Erin. - I'm Sorry Whit
E12Episode 12I'm Sorry WhitWhen Jay finds out he's going on tour, Whitney isn't willing to give up on the relationship, but when Jay doesn't give her a choice their relationship ends in a tearful goodbye. Whitney has to pick up the slack when Olivia is unprepared for a big meeting at work.
