Chloe and June ask out the same man, so James creates various dating challenges for them to compete in to win the guy's affection.
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June befriends some ladies in her exercise class who are the epitome of everything Chloe detests. Meanwhile, James tries to improve his public image by mentoring an at-risk kid.
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June tries to reform Chloe, after she makes a scandalous scene at a tenants' meeting to welcome a new family into the building. Meanwhile, James attempts to sabotage June's efforts.
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Paris...
Season 2, Episode 8
June begins a new job and is befriended by a colleague, but Chloe thinks the coworker is just keeping her enemies close. Meanwhile, Mark asks James for help in expressing his feelings to June.
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Chloe drags June and James on a weekend getaway to the Hamptons, where she plans to crash an exclusive party.
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James makes his debut on "Dancing With the Stars" in Los Angeles. Back in New York, Chloe runs a scam in James' empty penthouse.
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June is faced with a tough moral dilemma when she is offered a dream job. Unfortunately, the opportunity comes with some very difficult strings attached. Meanwhile, James is frustrated when he is paired with the worst dancer on "Dancing With the Stars."
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June spends an awkward Thanksgiving with Chloe when they visit Chloe's parents. Meanwhile, James volunteers at an exclusive celebrity-run soup kitchen to garner good publicity and then is unpleasantly surprised when he finds out he actually has to work.
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June finds James irresistibly attractive when she learns he may be chosen as People magazine's Sexiest Man Alive.
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June tries to stop Chloe from playing elaborate tricks on Halloween. Meanwhile, James throws a "positivity" party to combat his fear of Halloween.
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The second season begins with James trying to organize a "Dawson's Creek" reunion, but he makes some shocking discoveries and encounters some stars from TV's past, including Busy Philipps, Mark-Paul Gosselaar and Frankie Muniz.
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Chloe seeks revenge on a former roommate; James learns that his dad isn't his real father.
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Ocupado...
Season 2, Episode 18
Chloe learns that she's second on Benjamin's sex-partner list; James works on a commercial and competes with the director for the crew's affections.
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June discovers that her feelings for Mark may be stronger than she realized; James steals other people's woeful stories to add depth to his character.
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Chloe and James take time off from their seven-year friendship.
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The D...
Season 2, Episode 15
June goes on a blind date; Luther helps James prepare for an audition with Woody Allen.
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Chloe prepares for battle at a warehouse sale; James is disappointed when his Beek-brand jeans don't sell as well as expected.
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June is drugged by Chloe and when she comes to she can't remember anything that happened the previous day. Meanwhile, James thinks that he may have impregnated June's friend on her wedding day.
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Embarrassing photos of James appear on the Internet just as he gets into serious training for "Dancing With the Stars," and the chief suspect is jealous Chloe.
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