Centers on Chloe, a New York party girl with the morals of a pirate who bullies and causes trouble for her naive small town roommate June.
Cast: Dreama Walker, Krysten Ritter, James Van Der Beek, Liza Lapira, Eric André, Michael Blaiklock, Ray Ford, Eve Gordon, Peter Mackenzie, Jack Edwards, Lisa Coleman, Sharlene Whyte, Cara Readle, Connor Byrne
June is obsessed with PEOPLE magazine's annual Sexiest Man Alive issue, though Chloe tells her she shouldn't be such a sheep by letting others tell her what's hot and sexy. To prove her point, and in true Chloe fashion, she swoops into the PEOPLE magazine offices in an attempt to put James on the cover this year. James is thrilled by the prospect, and now June suddenly finds him irresistibly attractive.
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.
James goes against Chloe's advice, succumbing to June's urging and attempting the unimaginable - dare we dream? -- a Dawson's Creek reunion! Along the way, he makes some shocking discoveries, veers slightly off course and encounters some stars of television past.