The City | 101 | 'If She Can Make it Here...'

Out of the blue, Alex asks Whitney to lunch, where he claims her new flame Jay has been hooking up with his ex-girlfriend.

Whitney begins to feel like the third wheel when Erin's new boyfriend visits from Toronto.

Whitney moves into her own apartment and she contemplates her relationship with Jay.

Adam's girlfriend Allie is going out of town and asks Whitney to keep an eye on Adam while she's gone.

A 'boys night out' leads to a rumored kiss between Adam and Catarina, but Adam denies everything. Whitney and Jay are put in the middle.

Allie breaks down after a run in with the girl who claims she kissed Adam. Whitney gets upset with Jay for taking Adam's side.

Whitney talks with Jay about his up coming show and she goes down the list of friends she's inviting.

Whitney and Erin chat about upcoming holiday parties and Duncan coming back to visit.

Jay is forced to move out of his apartment and asks Whitney if he can stay with her. Erin and Duncan decide to break-up.

Alixe Boyer tasks Olivia and Whitney to pull outfits for Elle magazine cover shot.

Whitney pulls the winning look for the Elle magazine cover shot but Olivia takes the credit. Whitney finds it hard to trust Jay.

At DVF, an opportunity for new responsibilities and a trip to London are presented to Whitney and Olivia, but only one of them will get the position.

Whitney comes home to find Roxy has thrown a huge party.

Roxy and Olivia work at a photo shoot and Roxy steps out of line with Kelly.

Whitney shows Kelly Cutrone her designs, while Erin and Olivia begin their research for ELLE's Fall A to Zee feature.

Whitney goes on a date with Freddie, and Erin tells Olivia to not have such an attitude.

Jay has questions for Whitney about Freddie, and Erin asks Olivia why she left Roxy.

Erin has to redo Olivia's interviews, and Whitney finds out Freddie has a girlfriend.

Erin gets a lecture from Joe Zee for not mentoring Olivia, and Kelly questions if Whitney and Roxy should work together.

Whitney and Roxy talk about Zac's attitude at the club, and tensions rise between Erin and Olivia at an ELLE dinner.

Olivia and Erin get into their biggest argument yet, and Kelly asks Whitney if it is worth it to keep Roxy around.