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 after Nero and to "really, really" liking him. Surprisingly not tired after her first day and big night out, Whitney tells Erin that she's looking forward to her second day on the job. Cut to the DvF show at New York City's Fashion Week: Celebrities Rosario Dawson, Eva Longoria Parker, Jennifer Lopez and Molly Sims are all spotted in the audience. Whitney finds her skills put to the test quickly as she works the back of the house, while Olivia does her job out front. The show goes off without a hitch and the DvF team head to 60 Thompson for the after party. During the soiree, Whitney and Olivia have a brief encounter with Samantha, an assistant buyer at retailer Bergdorf Goodman, after which Olivia makes a comment about the quality of her handshake. Alixe Boyer, VP, Global Image Director at Diane von Furstenberg, tells Whitney that they've received great feedback on the show, including how smoothly things ran in the back of the house. It's a great start for Whitney! Olivia observes the conversation between the two and later asks Whitney about it. After the recap, Olivia opens up and invites Whitney to her dinner party, and asks her to bring Jay along, too. When Whitney next meets up with Jay for lunch, she fills him in on Olivia and the dinner party invitation. Like Erin, Jay is also familiar with Olivia and in his opinion, doesn't find her to be very genuine. He also tells Whitney that he's not too keen on the socialite scene. Whitney asks him if he'll accompany her to Olivia's dinner party, even just for the sake of hanging out with her. Jay declines and tells Whitney that he tends to do only what he wants to do. In Erin's bathroom, while getting ready for Olivia's party. Erin wonders if it will be OK that she's going with Whitney instead of Jay. Whitney assures her it will be fine. Olivia is putting the final touches on her table setting as the guests begin to arrive. When Whitney and Erin make their entrance, introductions are made all around. When Olivia asks Whitney about Jay's whereabouts, she tells her simply that he wasn't able to make it. As the group sits down to dinner, at toast is made in honor of Olivia, and Olivia, in turn, toasts Whitney, welcoming her to New York. During dinner, Olivia halts the conversation to inquire again about Jay. She wants to know why he wasn't able to attend. Whitney, seemingly caught in an awkward position, says that she's not sure why Jay didn't make it to the party. Olivia then asks Whitney if they're the kind of couple that miss each other when they're not together. Even more uncomfortable, Whitney manages to say that she can't speak for how Jay feels, but as for herself, yes, she thinks about Jay when she's not with him. Meanwhile, Jay has been shooting pool with his roommate Adam. Jay mentions that he's glad to be having a guys' night again as he's recently been spending most of his time with Whitney. Jay confesses that he feels things are going really fast between them and that he hasn't had a chance to get his head around it. He also tells Adam that he skipped out on attending Olivia's dinner party. Adam backs him up and agrees that taking things at your own pace is the best way to go. Back at Olivia's, the dinner party continues and Erin and Whitney are chatting with all the guests. Suddenly a new guest enters the scene. Whitney breaks into a huge grin as she spots Jay, champagne bottle in hand. After greeting the rest of the guests, Jay and Whitney share a few quiet moments together apart from the group. When he asks her if she wants to leave the party, she's on board. Whitney grabs Erin and the three of them say their goodbyes, much to the surprise of the other dinner guests.

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 confirm his story. Whitney contemplates the offer, but decides that a phone call isn't necessary. Whitney and Olivia arrive at Bergdorf Goodman's for the Manolo Blahnik event. Olivia mentions that the famed shoe designer is a family friend. Whitney is excited to purchase her first pair of Manolo's and Olivia tells her about the first pair she wore at her debutante ball when she was 18. While waiting in line for their shoes to be signed, Whitney and Olivia spot Samantha (Sami) and say their hellos. When Whitney lets Manolo Blahnik know that these are her first pair of his shoes, he assures her they won't be her last. Meanwhile, Olivia recounts the story of her first pair as Whitney and Sami exchange amused looks. Looking forward to a respite from drama, Whitney and Erin make plans for a night out on the town. The plan is to meet up with Jay, Adam and Allie, Adam's girlfriend, for a "fun night of nothingness." Despite the best intentions, drama seems determined to stake its claim on Whitney's night. The gang notice that at the same bar is Alex and his roommate Shannon, wgho are surprised to see Jay and Whitney together. When Alex says he can't believe that Whitney is still with him, Shannon urges him to go over and say something to Whitney. Alex approaches Whitney and Jay and leans in toward the group. Jay asks Alex whether he has something to say to him. The two guys step up to each other and Alex accuses Jay of taking advantage of Whitney. As Alex and Jay go back and forth, Shannon (Alex's roommate) starts talking to Whitney. She tells Whitney that Alex was telling her the truth and that everyone in the city knows about what's going on, and that she just wanted Whitney to know that "her boyfriend" is cheating on her. Alex and Jay continue to go at it. When it finally seems as though the two are headed back to their corners, Jay tells Adam to take care of Alex. When Alex steps up to Adam, Whitney gets in the middle and tells the guys it's not worth it and they back down. The next day, Whitney meets up with Jay. When Whitney notices and points out that Jay isn't in a good mood, Jay admits he isn't and comments that the night before was intense. Whitney tells Jay that she doesn't understand why Alex and his roommate care so much and want to get involved in her life. Later, Whitney stops by People's Revolution to visit her former boss, Kelly Cutrone. Kelly is happy to see Whitney and says that she always likes to see how her former employees are doing after they've moved on. She tells Whitney that she's always available if Whitney needs a recommendation for a doctor, a good dry cleaner, personal advice ... anything! Relieved to be talking to someone that she knows and trusts, she tells Kelly all about the saga of Alex and Jay. When she says she just doesn't know who to trust -- Alex or Jay -- Kelly puts another spin on it: maybe Whitney can't trust either of them.

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 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.

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 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.

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 Adam and Catarina made out last night! Everyone at the table is shocked. Whitney and Jay go for a walk at Madison Square Park. Whitney tells Jay about Sami's text at brunch. Jay is quick to defend Adam and can't picture him doing something like that. Jay has his suspicions that someone is starting a rumor to cause drama and feels bad for his buddy Adam. Adam and Jay meet up at Bacaro in the Lower East Side for dinner. Jay tells him that Whitney heard a rumor about him and Catarina kissing after they left Cain. Adam denies anything happening and blames the rumor on the "shady chickies" in the city. Jay advises that he should put an end to the rumor by telling Allie about it tonight. Later, Adam picks up Allie at the airport. After a quick embrace they hop into the car and head home. After a quick chat about her flight, Adam tells her that he and his friends went out and that there is a rumor that he kissed a girl. At first she seems a bit dejected but then seems frustrated as she doesn't understand why someone would want to make up a story like that. Adam agrees and wants the drama to end. He plants a kiss on her hand and tells her that she can trust him. Back at Olivia's apartment, Nevan arrives to for what seems to be an extended stay. She immediately states her ground rules for her apartment: no girls without her permission and no "ugly" sneakers in the apartment. Then as she's just about to head out, she attempts one more plea for Nevan to find a job, but Nevan muffles under his breath that it's not going to happen. Whitney, Erin, Sammy and Allie do brunch at Cafeteria. Before Allie arrives, they talk about the rumored kiss between Adam and Catarina. When Allie shows up she talks about her frustration with the situation. Whitney consoles her and Allie says she is lucky to have her in her life. They part ways and Allie calls Adam and asks him to meet her immediately. It starts to rain as Allie waits for Adam outside Cafeteria. When Adam shows up, Allie starts crying and tells him how confused she feels about the whole situation. She hates that whenever she's out of town, he goes out and has crazy boys' night out with girls she doesn't know. Adam tries to console Allie by apologizing profusely and promises that he will never put in this situation again.

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 having a girlfriend. Tears stream down Allie's cheeks and she asks Catarina to swear that she's telling the truth. Catarina reassures her and apologizes, saying that she would never wish this on anyone but she wanted Allie to know the truth. Still in tears, Allie runs to the bathroom with Whitney close behind. Soon after, Adam knocks on the door, they let him in and Whitney leaves them alone. Adam doesn't understand why she's crying. Allie tells him that she spoke to Catarina and she is starting to believe that they kissed. Allie makes a quick exit from the party and Adam follows her to the street, where their discussion escalates. Allie asks Adam how he'd feel if the tables were turned, and Adam admits that it would be horrible. He tries to console her, but Allie pulls away, hails a cab and goes home. Adam heads back to the gallery alone. The next day, Olivia and Nevan gossip about the night before. Nevan is quick to remark that he doesn't understand the downtown "I wear a fedora" crowd. Olivia agrees and dismisses the drama between Adam and Allie as childish. Nevan then insinuates that he's sure Adam has no shortage of girls so there's sure to be more drama in the future. Meanwhile, Jay is over at Whitney's apartment and they discuss the rumored kiss. They have differing opinions: Whitney believes Catarina while Jay is loyal to his buddy and roommate Adam. Whitney tells him she hopes that he wouldn't pull anything like that with her. But Jay tells her that she's taking it a bit too far. Later, Allie meets up with Adam at Merc Bar in Soho. Adam apologizes for putting her in that situation. He feels helpless but swears that Catarina is lying. He tells her that no matter what anyone else says, he would never lie to her. After a long uncomfortable silence, Allie accepts his apology by saying that she can't believe this girl over him.

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 tells Allie that she seems "so skinny" and offers to help her. Having enough of Kelly's comments, Allie abruptly leaves the bar. Whitney catches up with Allie on the street and tries to console her. At this point, Allie doesn't understand how Kelly could say those things when she doesn't even know her. The next morning, JR is getting dressed at Erin's apartment. They both comment on what a great time they had the night before and how they hope to connect again soon. Later at Whitney's apartment, Whitney and Erin talk about the previous night. Erin is gushing about running into her first love, JR, when Allie drops by for a visit. Whitney and Erin compliment Allie for having such thick skin. Allie says that she's healthy and happy just the way she is. Whitney thinks that's all that really matters. At Erin's first day on the job, Dan, a model booker at One Management, chats with her and gives her a few tips to get started. Scott joins them and warns Erin that it will start to get pretty chaotic especially with Fashion Week on the horizon. He then invites her to the agency's dinner party, scheduled to take place later that evening. Allie and Adam arrive at the One Management agency party to find Erin and Jay already there and the party in full swing. Shortly after their arrival, Kelly Cutrone makes an entrance. After a brief greeting, Kelly apologizes to Allie for upsetting her. Allie brushes it off and asks Adam why Kelly would be at her agency's party. Adam offers to confront Kelly but Allie thinks that if anyone should, it should be her. However, Allie goes on to say, she doesn't want to behave unprofessionally in front of her manager, Scott. Meanwhile, Kelly comments on the abundance of food on the table saying, "the good thing about going to parties with models is that no one eats." At DVF, Whitney fills Olivia in on Kelly's comments about Allie's weight. When Whitney says that she might talk to Kelly about it, Olivia tells her that she should let it go. Allie and Adam go grocery shopping at Dean & Deluca's. Adam wishes Allie would have let him say something to Scott about the situation. But Allie doesn't want to get Scott involved and knows she's healthy, and that's all that matters. Adam doesn't understand why Whitney would confide in someone like Kelly. Whitney drops by People's Revolution to visit Kelly and apologize for running out of her birthday party. Whitney tells Kelly that Allie was hurt by the comments made about her weight. Kelly wants to be sorry for what she said, but she's not. According to Kelly, the truth "doesn't always come like a shiny blue bird on someone's shoulder -- the truth hurts."

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 Cutting Room, Jay and his band mate Pottsy, decide they have to start the show -- with or without Whitney. Samantha and Adam watch from the crowd as Tamarama's music fills the room. Still no Whitney. Whitney calls to Olivia, who's still in her closet finalizing her outfit, telling her that it's time to go. Olivia says that she's "totally ready" and rejoins the girls in the living room to find Whitney holding man's sock that she's pulled from the couch cushions. Whitney asks whether the sock belongs to Nevan. After a resounding "Eww!" the girls head out. Its standing room only as Whitney, Erin and Olivia make their way through the crowd at the Cutting Room. They settle on a spot in the front of the crowd to watch Jay's band perform. Olivia feels bad as she accidentally bumps into a neighboring concert goers. Erin tells her it's "a concert, honey -- you bump all you want!" Shortly thereafter JR. arrives and although Erin seems happy to see him, she tells Samantha that it's a 9.5 on the awkward scale. When the band takes a break, Jay immediately heads into the crowd to find Whitney. Jay tells Whitney that she made it just in time. Olivia joins them and says goodbye -- she has to work in the morning. After Olivia makes her exit, Erin and Whitney head to the bathroom hallway where Whitney tells Erin that Jay's band mates were giving her a hard time for being late. Whitney feels horrible but Erin reassures her that it wasn't her fault. Jay finds the girls in the hallway and Erin apologizes to him for being late. Jay suggests that they just forget about it. The next day at DVF, Whitney asks Olivia whether she enjoyed herself at the concert. Olivia says she did. Whitney tells Olivia that she felt bad that they showed up late. Olivia dismisses Whitney's comment saying that it's "not the end of the world" -- she's got something better lined up for Tamarama. Olivia tells Whitney that her friend needs a band to play an upcoming charity event, so, she suggested that Tamarama play the event. Surprise! Whitney tells Olivia that it'll mean a lot to Jay. While lounging on Whitney's couch, Whitney tells Jay about Olivia lining up his band to play at an upcoming charity event. Jay jokingly asks whether Olivia is his booking agent but then tells Whitney he'll give it a shot. Erin greets JR on the street outside of Antique Garage before heading into the restaurant. Once they're seated, JR tells her that despite all that has happened since they were together, he feels that they've picked right back up and he can't stop smiling about it. Erin laughs and tells him that his timing is really bad. JR agrees but says that this is still where his heart is. JR may know where his heart lies but Erin doesn't seem so sure. Later at Erin's apartment, Whitney asks Erin and Samantha what their plans are for the night. Erin tells them that JR is bartending at Brother Jimmy's if they want to stop by, spawning a conversation about Erin's relationship with Duncan and JR's re-entry into her life. Whitney thinks that Erin might as well have fun tonight and get some free drinks out of it. When Whitney and Olivia arrive at Hotel Gansevoort for the Completely Bare Charity Event, Tamarama is already setting up on stage. The band starts to play as Olivia and Whitney find Nevan in the crowd. Olivia suggests that the three of them find a seat but Whitney decides to remain standing so to see the band. Meanwhile at Brother Jimmy's, Erin and Samantha arrive and greet JR who's stationed behind the bar. Erin turns to Samantha and says that JR is "so cute," she wishes that she didn't have a boyfriend right now. Back at Hotel Gansevoort, Nevan begins making jokes about the band to Olivia and Teresa, the event planner. Gesturing in the direction of the band, he says that it's a "glossy high end place" but it's like the "beach boys" over there. The jokes continue even as Jay gets off stage to find Whitney. Jay wants to leave immediately and asks that Whitney keep "Bevan" away from him. Olivia notices the hasty departure and comments to Teresa that it was disrespectful of Jay to leave without saying goodbye. Nevan remarks, "What do you expect from the plaid mafia?" While on a break, JR asks Erin what's wrong -- he knows Erin well enough to know something is bothering her. At Erin's request, they step outside to continue the conversation. She begins to tear up as she explains to JR how confused she is, telling him that she doesn't know what she wants right now. JR asks whether they're still going to hang out. After a long pause, Erin tells him she doesn't know. JR wipes away her tears and they hug. The following day at DVF, Olivia asks Whitney what she thought about last night. Whitney thoughtfully repeats the question and tells Olivia that it was kind of like a stab in the back to have Nevan making fun of the band the whole night. Olivia says that Nevan is an adult and she has no control him, all that Olivia asked for was a thank you. Whitney explains that Jay didn't feel like he owed anyone anything when it seemed like Olivia could have cared less. Olivia points the blame on Jay's insecurities and cuts the conversation short by telling Whitney that this is nor the time nor the place for this discussion. In the future, Olivia notes, they should leave their work environment separate from their private.

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.