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.

June is devastated when she receives a wedding invitation addressed to her and her ex-fiance, so in an attempt make her feel better, Chloe gives June a crash course in confidence and fierceness -- but does too good a job.

Chloe and June have different feelings about Thanksgiving - Chloe hates it, June loves it. Sadly, June can't afford to fly home this year, so Chloe persuades June to come with her to her parents' house for the holiday -- but under the most strange and awkward conditions. Meanwhile, James volunteers at an exclusive celebrity soup kitchen in order to get a photo opp, and is unpleasantly surprised when he and Luther get roped into actually working.

Dating is awkward enough, but when you add Chloe into the mix, it grows tenfold, which June learns the hard way when she begrudgingly allows Chloe to set her up. Meanwhile, James decides to teach an acting class but can't seem to escape his Dawson persona.

June struggles to make ends meet and comes up with a creative way to make some extra cash for this month's rent. She decides to mass produce and sell her homemade jam, but when Chloe gets in on the action, she takes it to a whole new level. Meanwhile, James launches his own line of super skinny jeans called none other than 'Beek Jeans,' of course.

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 and Chloe attend their first tenants' meeting after a new family moves in the building, but they make a scandalous scene and June quickly realizes that she needs to clean up Chloe's act so that they're not branded the floozies of the building. However things backfire when Chloe decides to set her sights on Mark, which is then further complicated by James' attempt to sabotage June's virtuous efforts.

June is making a real effort with Chloe to become BFFs, but Chloe is very wary because girls can be catty and manipulative, so instead June befriends a group of girls at her Pilates class who are the epitome of what Chloe detests. Meanwhile, James decides it's time to beef up his public image again and signs up to mentor an at-risk kid, but when they meet, neither of them knows what to do with the other.

Chloe teaches June to "network," i.e., to go drinking in the financial district, but when Chloe lands herself a hot young broker whose father is a Wall Street mogul, she also lands June a dream job offer! But there are strings attached, and June must make a tough decision. Meanwhile, James' worst nightmare is realized when he's paired with the worst pro-dancer.

Everyone is in a bit of a funk -- June is obsessively awaiting news on a potential job and James is down on his luck -- so Chloe drags everyone along on a weekend getaway to the Hamptons. It's Chloe's mission to have the ultimate rager, crash the party of the year and hook up with the illusive host. However the road to debauchery keeps taking the wrong turn down paths of reflection.