When naive June is scammed by her new roommate Chloe, she decides to turn the tables on her and by doing so earns Chloe's respect.
June begrudgingly lets Chloe set her up on a date; James teaches an acting class in which he can't escape his Dawson persona.
On top of a demanding internship and two jobs, June also must figure out how to clean up a mess created by one of Chloe's ill-conceived ideas; James is excited when he lands a role in a movie with Kiernan Shipka.
When a wedding invitation leaves single June down in the dumps, Chloe tries to give her more confidence --but does too good of a job.
After struggling to make ends meet, June comes up with a creative way to make extra money; James launches a line of super-skinny jeans.
Chloe encourages June to try casual sex; an embarrassing video of James and Chloe leaks, causing James to worry about its effect on his likeability.