Chloe takes it upon herself to teach June to be sexually empowered and to dabble in some casual encounters. However Chloe's own sex life catches up to her, and to James, when their old sex tape leaks out to the public and James freaks out on how this will affect his likeability on "Dancing with the Stars".

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.

June is startled when a man she has never seen before jumps out of a door in the apartment that she has never seen before. It is Teddy, Chloe’s childhood friend from Camp C.U.T.S. (Callous Unemotional Trait Survivors) who visits her every year when he goes off his medications. His visit coincides with the Carter Marsh Annual Warehouse Sale, where Chloe uses psycho and manic Teddy to her advantage against all the vicious out of town women at the sale. Meanwhile, James is devastated when he finds out that his Beek Jeans have been relegated to the “cooling rack” at the sale where no one is buying them.