The WORST episodes of The City (2008)

Every episode of The City (2008) ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of The City (2008)!

It's a whole new world for 'The Hills' star Whitney Port, as she packs up and moves from the comforts of her hometown in Los Angeles, California, to the bright lights of Manhattan. With a great new job at global design house, Diane Von Furstenberg, a best friend from her past and a guy she's head-over-heels for, Whitney is taking a huge chance at a brand new life. 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... especially one who has everything to lose. In a city full of people with their own agendas, Whitney will have to quickly decide who she can trust and who to stay away from.

Last Updated: 8/17/2024Network: MTVStatus: Ended
Share:
Everything on the Line
star
0.00
0 votes

#1 - Everything on the Line

Season 1 - Episode 23 - Aired 12/1/2009

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.

Watch Now:AmazonApple TV
If You Want Something Done Right
star
0.00
0 votes

#2 - If You Want Something Done Right

Season 1 - Episode 22 - Aired 11/24/2009

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.

Watch Now:AmazonApple TV
Forget About Boys
star
0.00
0 votes

#3 - Forget About Boys

Season 1 - Episode 21 - Aired 11/17/2009

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.

Watch Now:AmazonApple TV
Friends And Foe-Workers
star
0.00
0 votes

#4 - Friends And Foe-Workers

Season 1 - Episode 20 - Aired 11/10/2009

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

Watch Now:AmazonApple TV
Weekend At Freddie's
star
0.00
0 votes

#5 - Weekend At Freddie's

Season 1 - Episode 19 - Aired 11/3/2009

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.

Watch Now:AmazonApple TV
It's All Who You Know
star
0.00
0 votes

#6 - It's All Who You Know

Season 1 - Episode 16 - Aired 10/13/2009

Watch Now:AmazonApple TV
Queen Of Diamonds
star
4.70
87 votes

#7 - Queen Of Diamonds

Season 2 - Episode 4 - Aired 5/18/2010

Erin and Olivia bump heads on how to dress Fergie for an ELLE cover shoot. Meanwhile, Whitney is torn when a French photographer wants to take the relationship to the next level.

Watch Now:AmazonApple TV
Stage Fight
star
5.00
29 votes

#8 - Stage Fight

Season 2 - Episode 10 - Aired 6/29/2010

Roxy and Whitney's relationship is put to the test and Olivia helps Erin with a segment for the Martha Stewart Show.

Watch Now:AmazonApple TV
Lost in Translation
star
5.43
60 votes

#9 - Lost in Translation

Season 2 - Episode 12 - Aired 7/13/2010

When Olivia travels to Japan, Erin tries to permanently replace her with Louise. Plus, Whitney must decide between her loyalty to Kelly and a rival PR firm that wants to represent her.

Watch Now:AmazonApple TV
If She Can Make It Here...
star
5.70
37 votes

#10 - If She Can Make It Here...

Season 1 - Episode 1 - Aired 12/29/2008

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

Watch Now:AmazonApple TV
Good Things Come In Threes
star
5.97
34 votes

#11 - Good Things Come In Threes

Season 1 - Episode 4 - Aired 1/12/2009

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

Watch Now:AmazonApple TV
Meet the Fackelmayers
star
6.00
1 votes

#12 - Meet the Fackelmayers

Season 1 - Episode 17 - Aired 10/20/2009

Watch Now:AmazonApple TV
Roommate Wanted
star
6.00
29 votes

#13 - Roommate Wanted

Season 2 - Episode 11 - Aired 7/6/2010

Tension with Whitney leads Roxy to look for her own place, plus Olivia reluctantly styles a celebrity in Whitney Eve.

Watch Now:AmazonApple TV
Work Horses And Show Ponies
star
6.00
29 votes

#14 - Work Horses And Show Ponies

Season 2 - Episode 8 - Aired 6/15/2010

After getting the go-ahead from Kelly, Whitney and Roxy fly down to Miami to get everything ready for the Gen Art Fresh Faces in Fashion show. Whitney quickly sizes up the competition (one of the other designers worked at Vogue!), but Roxy refuses to feel intimidated. "You worked at Teen Vogue!" she points out, reassuringly. Although Whit warns this could be "competitive," Roxy encourages her friend to embrace the challenge. This is a chance to separate ourselves from Kelly, she tells Whitney. But are they ready to step out on their own? Back in New York, Joe Zee gives Olivia one last opportunity to prove herself to the magazine. Her mission? Score an exclusive interview with Zac Posen at the premiere party of his new Target collection. Olivia promises to get the goods this time (after all, she and Zac are friends!) but not before Joe reminds her what's at stake: "You gotta deliver if you wanna keep your job," he warns. Otherwise, Louise Roe (Erin's impressive new find) is ready to "take your place." Over in Miami, Whitney and Roxy (and the other Gen Art designers) gather at the Catalina Hotel for a model casting. After a quick meeting with the event producers, it's time to pick models for the Unveiled cocktail party the following night. Whitney chooses Erica, a pretty brunette, to represent her line, but then spies another designer trying to move in on her model! Whit and Roxy immediately jump into action, staking their claim on Erica -- and telling the designer, Romina, she'd better find someone else. Looks like these girls can take care of themselves! Later that night, Olivia, Joe and Erin attend the Zac Posen Target Collection Party at the New Yorker Hotel. While Joe stresses about the interview, Olivia mingles with the crowd, posing for photographers and socializing with fellow guests. Fortunately, she knows how to mix business with pleasure. Before the end of the night, Olivia pulls Zac aside for a quick on-camera chat. Delighted, Joe showers Olivia

Watch Now:AmazonApple TV
Fashion With A Capital F
star
6.00
30 votes

#15 - Fashion With A Capital F

Season 2 - Episode 6 - Aired 6/1/2010

Olivia goes against her boss and refuses to wear a designer to their joint party with ELLE while Whitney receives harsh criticism of her line from Joe Zee.

Watch Now:AmazonApple TV
Professionally Dangerous
star
6.00
29 votes

#16 - Professionally Dangerous

Season 2 - Episode 3 - Aired 5/11/2010

Roxy has a date-like meeting with Zach. Meanwhile, Whitney and Olivia go head-to-head after Olivia decides to interview her friend for ELLE, instead of covering Whitney's line.

Watch Now:AmazonApple TV
Friends in High Places
star
6.00
30 votes

#17 - Friends in High Places

Season 2 - Episode 2 - Aired 5/4/2010

Whitney has no time to rest after her first big fashion show, when Kelly pushes her to market her line. Olivia however, refuses to support Whitney Eve at ELLE Magazine.

Watch Now:AmazonApple TV
Hit It And Quit It
star
6.00
1 votes

#18 - Hit It And Quit It

Season 1 - Episode 18 - Aired 10/27/2009

Watch Now:Amazon
Working Girls
star
6.00
1 votes

#19 - Working Girls

Season 1 - Episode 15 - Aired 10/6/2009

Watch Now:AmazonApple TV
Sleeping with the Frenemy
star
6.00
1 votes

#20 - Sleeping with the Frenemy

Season 1 - Episode 14 - Aired 9/29/2009

Watch Now:AmazonApple TV
Fool Me Twice, Shame On Me
star
6.00
30 votes

#21 - Fool Me Twice, Shame On Me

Season 1 - Episode 11 - Aired 3/2/2009

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.

Watch Now:AmazonApple TV
The Past Catches Up
star
6.00
30 votes

#22 - The Past Catches Up

Season 1 - Episode 10 - Aired 2/23/2009

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

Watch Now:AmazonApple TV
The Truth Will Reveal Itself
star
6.03
32 votes

#23 - The Truth Will Reveal Itself

Season 1 - Episode 2 - Aired 12/29/2008

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

Watch Now:AmazonApple TV
I Lost Myself in Us
star
6.03
32 votes

#24 - I Lost Myself in Us

Season 1 - Episode 13 - Aired 3/16/2009

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

Watch Now:AmazonApple TV
The L Word
star
6.03
32 votes

#25 - The L Word

Season 1 - Episode 3 - Aired 1/5/2009

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

Watch Now:AmazonApple TV