Type-A June is operating at her highest potential when she lands a demanding internship, juggles two jobs and adds on more responsibilities. But she meets her match when she's tasked with cleaning up one of Chloe's incredibly irresponsible, half-baked ideas. Meanwhile, James is psyched to have landed a classic body-swap movie, co-starring the talented Kiernan Shipka, and dives head first into the research.

Finally feeling like one of the popular kids, June is desperate to keep pace with Chloe and her partying ways. It's not an easy task, especially when Chloe's 'it girl' lifestyle is so legendary that there's even a whole Japanese comic book series based on it! Meanwhile, James loses it when he discovers that Dean Cain's "Dancing with the Stars" dressing room is bigger than his.

Halloween is June's favorite holiday, and even more so this year now that she is single! However when she discovers that Chloe plays elaborate Halloween "tricks" every year, June becomes consumed with stopping her before Chloe really hurts someone she might actually care about. Meanwhile due to a deep-rooted childhood fear of Halloween, James throws his annual Halloween "Positivity" Party.

The premiere day of "Dancing with the Stars" has finally arrived and James is in LA in prime dancing form, while Chloe is back home taking some liberties with James' empty penthouse with one of her infamous scams. June tries to step in and teach Chloe the importance of honesty... that is, until her own belief system is shaken. And when James finally step into the spotlight, mouths will drop.

June is nervous and excited about starting at Harken Financial. Things go surprisingly well, and she even meets an incredibly nice co-worker, Fox Paris. Chloe warns June, though, that she shouldn't be so trusting and that Fox is probably just keeping her enemies close. Meanwhile, Mark looks to James for help in expressing his newfound feelings for June.

June discovers that Chloe has been attending Alcoholics Anonymous Meetings, to share her crazy partying stories as well as take free booze from the alcoholics. Pepper sets Mark up on a date with one of her friends, and June struggles to hide her jealousy. Meanwhile, James learns that he is on the short list for Woody Allen’s film “Monte Carlo, Monte Carla” but he may not get the role because Woody does not think he is deep enough.