Whitney struggles between furthering her business and her loyalties to Kelly. Meanwhile, Olivia's trip to Japan is a big hit with ELLE, much to Erin's chagrin.

Tensions rise between Roxy and Whitney and it forces Roxy to search for a new home.

Tonight on the After Show we discuss Whitney and Roxy's fight, we recap your best Twitter comments and check out Jessi's prom date!!

Roxy and Whitney's relationship is put to the test over a failed styling job. Olivia helps Erin pull looks for an ELLE segment on 'The Martha Stewart Show.'

Tonight on the After Show we discuss Kelly's very important assignment, Roxy and Whitney's fight and we have a sneak peak of Jessi's prom!

Whitney pushes her line to fashion trade show buyers and blames Roxy for a failed sale. Plus, Olivia pulls a winning look for the Ke$ha shoot, but Erin suspects foul play.

Tonight on the After Show we discuss Olivia's kryptonite, we update Jessi's prom status and Dan and Jessi try to win you prizes in the After Show Face-off!

Roxy and Whitney put on a runway show in Miami for Whitney Eve without Kelly's help. Olivia promises to come through at work on a big interview.

Tonight on the After Show we show topless photos of Taylor Lautner and Kelly Cutrone takes Dan and Jessi clothes shopping!

Olivia's job is in jeopardy, Roxy impresses Kelly at work, and Whitney pursues new business opportunities.

Tonight on the After Show, Kelly Cutrone stops by for a surprise visit and gives her take on the hottest stories in pop culture!

Roxy ignores Kelly's instructions when she pitches Whitney's collection at an event for another designer. Plus, Olivia ignores a work request of her own.

Olivia party hops with Joe while Erin gossips about her with a reporter. Plus, Whitney's reputation is threatened by Roxy's bad judgement.

Tonight on the After Show we discuss Olivia's butt kissing, 50 Cent's new look and we pull a Kelly Cutrone and scare our new interns!

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.

Tonight on the After Show we discuss Whitney getting personal with Kelly and who has Justin Bieber been kissing?

Tonight on the After Show we discuss Whitney's cute war photographer, Justin Bieber on Oprah and we debut a new game called the After Show Face-off.

Olivia faces backlash after blowing off her interview with Whitney for ELLE.com. Meanwhile, Roxy has a meeting with Zach that seems a lot more like a date.

Tonight on The After Show we discuss Roxy's hunky new photographer, Jessi talks boys with Adam Lambert and Halle Berry is verbally abusive.

Roxy branches out to help direct a photo shoot with a cute, edgy photographer, and Olivia refuses to support Whitney's line at ELLE Magazine.

Whitney Port joins The After Show to discuss the season premier of 'The City' and her famous new boyfriend.

Whitney scrambles to pull her collection together in time for her show at New York Fashion Week, and Olivia shines in her new role at ELLE.com.

THE CITY SEASON 2 PREMIERES APRIL 28TH AT 10:00 PM ET ON MTV

We talk to the cast of The Hills and The City in NYC to get the inside scoop of what happened on both finales.

The 'Hills' and 'City' casts answer burning questions and reveal juicy behind-the-scenes secrets.

Whitney is given a great opportunity but is advised to leave Roxy out of it and Erin and Olivia's conflicting ways cause an on-air disaster.

Olviia and Erin continue to hate each other, Roxy books some angry models and there's a cake fight. Plus we have the Taylor Lautner showdown.

Erin and Olivia get into their biggest fight yet when Olivia comes up short on a new assignment, and Roxy makes a mess of things at Whitney's look book photo shoot.

Whitney and Roxy go on a series of disastrous dates, ending in a blowup at a night club and Erin becomes jealous of Olivia.

Cobra Starship dish on Erin and Olivia, we talk about Whitney's terrible blind date and Dan lives up to his contract and appears topless.

After Show Alice talks about appearing in the Mara Hoffman show and Dan interns for FASHION magazine.

Roxy and Whitney get into an argument while on the job at Miami Fashion Week, and Kelly wonders if the girls should work together.

We talk about The City cast's appearance on Oprah, Freddie calls into the show (after we say some not nice things about him) and Dan meets Alexa Chung.

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.

Today on The Aftershow, Jessi conducts an interview with Taylor Lautner and we have Whitney on the line from New York.

Whitney and Freddie's date sprouts a third wheel when he brings his dad along and Roxy learns firsthand what it's like to work with.

Today on The Aftershow, we talk about Olivia stealing the show from Erin while Whitney and Sammy go shopping for shoes.

Olivia thrives at an ELLE party, but Erin reminds her that the fashion business isn't just about who you know. Whitney reenters the dating scene when she meets a cute new guy.

The cast of Peak Season join us today to talk about the all the drama in the latest episode of The City.

Olivia shocks Erin by succeeding at her biggest assignment yet for ELLE and Whitney goes behind Kelly Cutrone's back when she shows her designs to Bergdorf Goodman.

Today on The Aftershow, Roxy calls to give us an inside scoop on the dirt behind the show that you don't see.

Whitney questions if working with her friend is a good idea when Roxy steps out of line on her first day on the job.

The City is back and we're here to dissect every bit of drama surrounding Whitney in the latest episode.

Whitney's old high school friend Roxy moves in and throws a wild party, and Olivia starts a new job and new drama at Elle Magazine.

A NEW SEASON OF THE CITY PREMIERES SEPTEMBER 30TH AT 10:00 PM ET ON MTV

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

In the season finale of 'The City' After Show, Whitney calls in live to give us the scoop on walking away from Jay, plus find out whether she'll be making an appearance on 'The Hills.'

Whitney and Olivia give a presentation for DVF's new handbag collection. Jay's band is going on tour and Whitney and Jay are about to find out if their relationship can take it.

Adam calls into the show and chats about the alleged cheating incident, plus 'The District' star Barack Obama calls into the show!