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

Whitney 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

Erin'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 E

At 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 lun

Jay 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

Allie visits Whitney at her apartment and asks for advice on how she should deal with the alleged kiss between her boyfriend Adam and Catarina, a girl he met drinking out with the boys. Allie thinks that maybe she should confront Catarina.Whitney reminds her that, if she trusts him, then there's no point in causing trouble. But iIf she has doubts, the person to confront is Catarina. At the DVF offices, Whitney invites Olivia to an art gallery opening Jay and Adam are throwing at Collective Hardware. She warns Olivia that there has been a lot of drama within her circle of friends because of the rumored kiss between Adam and Catarina. Olivia, however, doesn't want to get involved and doesn't want to hear any more of the "high school drama." While having lunch at Bergdorf Goodman, Catarina tells Samantha that she's nervous about going to the gallery opening because Allie will be there. No one told Samantha that Adam had a girlfriend until after the fact. She doesn't know what to say to Allie but Samantha says that she needs to tell Allie the truth -- "girl-to-girl." At Union Square Wines, Jay and Adam buy beverages for their friend's art show. Adam says that he's smoothed everything over with Allie. Then, Jay directly asks Adam if anything happened with Catarina, to which Adam deflects the answer by shrugging his shoulders. Back at Whitney's apartment, Whitney and Erin are excited but apprehensive about the art gallery show that night.. With the tension mounting between Adam, Allie and Catarina, there's sure to be drama. Erin says that girls have to look out for each other...especially with guys like Adam. Finally, the moment arrives. The gang starts trickling into the Lower East Side art gallery. When Samantha and Catarina arrive the tension comes with them. Allie comments on how awkward the situation is to Whitney just before she turns to Catarina and starts a conversation. Catarina tells Allie that she and Adam kissed but that he never mentioned havin

Whitney, Allie, Erin and Samantha go out for dinner at Delicatessen. Erin comments on how envious she is of the girls' careers -- with Allie as a model, Whitney working for DVF, and Samantha at Bergdorf. She's tired of doing the hostess gig and wants to figure out her career path. Allie tells Erin that her manager at One Management, Scott Lipps, is always looking for new and exciting people and offers to pass along Erin's resume. Then, Whitney invites the girls to Kelly Cutrone's birthday party. Samantha can't attend but Erin and Allie are up for a girls' night out. Erin has an interview with Scott at One Management. Her poise and confidence impress Scott and he offers Erin a production coordinator position. Erin is excited about the new gig, since it combines her two loves: fashion and music. Before heading over to Kelly's birthday party, Erin, and Allie join Whitney at her apartment. Whitney warns them that Kelly is a very "in your face" type of person and will "tell it like it is." Allie tells the girls that she likes people like that. The girls head over to Southside Nightclub for the birthday party. As they get seated in a cozy booth, Kelly stops by their table and Whitney introduces the girls. Allie immediately tells Kelly that she's heard how honest Kelly is and asks, "what do you think of the outfit?" Kelly responds, "I like you...but I don't like your leggings." Everyone laughs until Kelly leans in and asks Allie if she is "okay." When Allie doesn't understand the question, Kelly adds, "you seem so skinny." Allie seems a little taken aback but tells her, "it's not like that." Kelly seems concerned but leaves the table telling the girls that she's going to DJ. As Kelly makes her exit, Erin's ex-boyfriend, JR, emerges from the crowd and heads over to the girls. After he's introduced to the table, Whitney and Allie escape to the dance floor. Erin and JR are both all smiles as they catch-up. Whitney, Kelly and Allie rejoin Erin and JR. Kelly tell

While 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

The ladies celebrate the New Year, as Duncan pays Erin a visit and run into JR. Adam wishes that Jay would move out of their place.

The gang takes a trip to Miami. Elsewhere, Whitney and Jay's ex have a run in.

Whitney rethinks her relationship with Jay, after his ex Danielle pops up once again. Meanwhile, Olivia claims she was responsible for a job done by Whitney at the DVF.

By Jay waiting to the last minute to tell Whitney that the band is going on tour, causes a strain on their relationship.

Whitney questions her life in New York City as she struggles with her break-up and competes with Olivia for new responsibilities at DVF.

Erin has to pick up the slack when Olivia drops the ball on a big interview assignment for ELLE. Plus, Whitney finds out a shady secret about Freddie from his own brother.

Roxy and Whitney get into an argument while on the job at Miami Fashion Week

Olivia gets praise from Joe at an ELLE photo shoot, but Erin is frustrated about the preferential treatment. Meanwhile, Whitney and Roxy go on a series of disastrous dates, ending in a blowup at a night club.

At People's Revolution, Whitney gives Kelly the first look at her design samples. Kelly evaluates the rack of clothes and tells Whitney her next step is to make a look book for her pieces.

At People's Revolution, Kelly tells Whitney that she sent her look book to Bergdorf Goodman, and Linda Fargo, the senior vice president at Bergdorf, liked what she saw.