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June goes to the hospital after a night of heavy partying with Chloe and she reconsiders her New York lifestyle.
June is pressured into trying some casual sex; James worries about his reputation when a sex tape of him and Chloe finds its way to the internet.
After struggling to make ends meet, June comes up with a creative way to make extra money; little does she know, Chloe has plans to make extra money too, and her plans are a little less innocent. Meanwhile, James launches a line of super-skinny jeans.
When a wedding invitation arrives June gets very sad; Chloe decides to try to raise June's confidence; June's new found confidence gets her into trouble.
June obtains not one but two jobs AND an internship; Chloe has a bad idea and June is left to pick up her mess; James lands a role opposite the child star from Mad Men.
Chloe sets June up with Scott, who June later finds out is Chole's father. Meanwhile, James teaches an acting class at NYU.
June moves to Manhattan to follow her dream job and the most perfect apartment, but they both disappear in seconds after her arrival, thanks to a CEO from the Bernie Madoff School of Embezzlement. Without anywhere to live or work, June seems to turn her luck around when she gets hired at a coffee shop and meets Chloe, a charming, vivacious roommate without any morals. Chloe soon spends all of June savings, but she and her snarky friend, James Van Der Beek, come to learn that June is not as dumb as they thought. June turns the tables on Chloe, who is so shocked about it that she accepts June into her group of friends. June, with the help of her new friends, might just learn how to survive in New York City.moreless