The City Season 1 Episodes

Episode 0

Whitney Looks Back: From the Hills to the City

Wed, Dec 10, 200855 mins

From The Hills to The City is hosted by Whitney Port as she looks back on her life in Los Angeles before making her move to the fashion capital of the world, New York City.

Episode 1

If She Can Make It Here...

Mon, Dec 29, 200823 mins

Whitney arrives in New York City during fashion week just in time to start her new career with iconic designer, Diane Von Furstenberg.

Episode 2

The Truth Will Reveal Itself

Mon, Dec 29, 200821 mins

Whitney's world is turned upside-down, when a boy from her past shows up to warn her that Jay has been fooling around.

Episode 3

The L Word

Mon, Jan 5, 200921 mins

Whitney gets mixed signals from Jay and decides to ask him directly where she stands.

Episode 4

Good Things Come in Threes

Mon, Jan 12, 200922 mins

Whitney dates a new guy and Jay gets jealous. Erin thinks things are moving too fast with Duncan when he suggests moving in. Jay confesses to Adam his true feelings about Whitney.

Episode 5

Boys Night Out

Mon, Jan 19, 200922 mins

Adam lets loose while his girlfriend Allie is out of town, but when she hears he kissed another girl from Whitney and the others, Adam finds himself in hot water.

Episode 6

He Never Said He Had a Girlfriend

Mon, Jan 26, 200922 mins

Allie 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.

Episode 7

The Truth Hurts

Mon, Feb 2, 200920 mins

Kelly Cutrone accuses Allie of being too skinny, and Whitney finds herself caught in the middle. Erin runs into an ex-boyfriend, and old feelings begin to return. Allie gets Erin a job at her modeling agency.

Episode 8

Mingling with the Commoners

Mon, Feb 9, 200921 mins

Olivia invites Jay's band to perform at one her charity events but her plan backfires.

Episode 9

Unexpected Roommates

Mon, Feb 16, 200921 mins

Adam 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.

Episode 10

The Past Catches Up

Mon, Feb 23, 200922 mins

When the gang goes to Miami for the weekend, Jay runs into his ex-girlfriend Danielle, and Whitney wonders if the rumors about them might be true after all. Allie considers breaking up with Adam after she goes on a date with a model she meets at a photo shoot.When the gang goes to Miami for the weekend, Jay runs into his ex-girlfriend Danielle, and Whitney wonders if the rumors about them might be true after all. Allie considers breaking up with Adam after she goes on a date with a model she meets at a photo shoot.

Episode 11

Fool Me Twice, Shame on Me

Mon, Mar 2, 200921 mins

Whitney 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.

Episode 12

I'm Sorry Whit

Mon, Mar 9, 200922 mins

When 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.

Episode 13

I Lost Myself in Us

Mon, Mar 16, 200921 mins

During NY Fashion Week, Whitney and Olivia compete for new responsibilities, and Whitney confronts Olivia about the Elle cover pull. Adam confronts Erin when she meddles in his relationship with Allie. Allie considers giving Adam another chance.

Episode 14

Sleeping with the Frenemy

Tue, Sep 29, 200922 mins

Olivia takes a job at ELLE Magazine, but meets her match in co-worker Erin Kaplan. Whitney goes back to work for Kelly Cutrone, and an old friend Roxy comes to town, looking for a job and a place to crash.

Episode 15

Working Girls

Tue, Oct 6, 200922 mins

Whitney questions if working with her friend is a good idea when Roxy steps out of line on her first day on the job. Olivia wins Joe Zee?s approval on a new project at ELLE, but Erin is tougher to please.

Episode 16

It's All Who You Know

Tue, Oct 13, 200922 mins

Whitney takes Roxy?s advice and goes behind Kelly's back to show her fashion designs to Bergdorf Goodman. Olivia shocks Erin by calling on her connections in the fashion world and succeeding at her biggest assignment yet.

Episode 17

Meet the Fackelmayers

Tue, Oct 20, 200922 mins

Whitney reenters the dating scene and meets a cute younger guy, and his hot older brother. When Olivia thrives at an ELLE Magazine cocktail party, Erin quickly reminds her that the fashion business isn?t just about who ya know.

Episode 18

Hit It and Quit It

Tue, Oct 27, 200922 mins

Whitney grows cautious about Freddie just as her ex-boyfriend Jay comes back into the picture. Roxy clashes with Olivia when People?s Revolution and Elle join forces to put on a party.

Episode 19

Weekend at Freddie's

Tue, Nov 3, 200922 mins

On a weekend trip to the Hamptons with the girls, Whitney finds out some surprising news about Freddie. Erin has to pick up the slack when Olivia drops the ball on a big interview assignment for ELLE.

Episode 20

Friends and Foe-Workers

Tue, Nov 10, 200922 mins

When Whitney fights with Roxy at Miami Fashion Week, Kelly questions whether or not the girls should work together at all. Erin expects Joe Zee to come down hard on Olivia for failing a task, but it's Erin who gets in trouble .

Episode 21

Forget About Boys

Tue, Nov 17, 200921 mins

Whitney and Roxy go on a series of disastrous dates, ending in a blowup at a night club. When Olivia gets preferential treatment on an ELLE photo shoot, Erin reveals the real reasons she has issues with Olivia.

Episode 22

If You Want Something Done Right...

Tue, Nov 24, 200922 mins

Whitney gambles by letting Roxy work a big project for her fashion line, even though Kelly thinks Roxy can?t be trusted. When Olivia comes up short on a new assignment, Erin and Olivia get into their biggest fight yet.

Episode 23

Everything on the Line

Tue, Dec 1, 200921 mins

A sales presentation with Bergdorf Goodman doesn't go quite as Whitney planned, but it leads to an even bigger opportunity for Whitney and her fledgling fashion line. Erin's frustrations with Olivia reach new heights.

Episode 24

The City Cram Session

Mon, Mar 2, 2009