When Scott is consumed by his negative affiliations with the Hamptons, he chooses to leave early Khloe and Kourtney hire a new Dash Doll as a favor to Bruce.
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Kourtney and her sisters go on an ill-fated trip to Santa Barbara, Calif., that makes them wonder if they will ever be close again Kylie becomes jealous of Kendall.
Bruce teaches the Kardashians how to give back by volunteering them for a charity boxing event Kourtney learns about child rearing by babysitting for friends.
Kourt issues an ultimatum to Scott when he fails to take her pregnancy seriously Bruce stands up to Kris, demanding independence after she confiscates his ATM card.
Khloé gets excited when she thinks she's pregnant Kim's tendency to tell "little white lies" gets her into big trouble.
Khloé needs professional help to deal with her anger issues toward Scott Rob ends up in a hospital after unknowingly taking a drug.
Khloé goes apartment hunting in New York the girls get Kris a monkey to help pacify her baby syndrome.
Khloé faces body image issues when she agrees to do a nude campaign for PETA the family worries about Kim's massive shopping habit.
Kourtney gives Kris the cold shoulder after she screws up and is a no show for her first cover shoot Rob has problems adjusting to living with a girlfriend.
Khloé gets a harsh reality check when she is sent to prison for not completing mandatory DUI classes going back to the courthouse reminds Kris of her ex-husband, Robert Kardashian, and she struggles to come to terms with his death.
When a private calendar she shot for Reggie becomes public, Kim does not handle it well Bruce seeks to inspire Khloé and Kourtney.
A vacation to Breckenridge turns volatile.
Kim, Khloé and Kourtney get into a fight Bruce feels out of touch with today's youth.
The girls teach Kendall about puberty, while Kris tries out to be a cheerleader.
Kim lets fame go to her head Kourtney confronts Scott with cheating allegations.
Scott is still not able to go into his late parents' house, so Kourtney starts fixing it up, hoping that she can convince him to keep it Meanwhile, Kourtney gets upset when Khloé starts fraternizing with the Dash Dolls.
When Scott is consumed by his negative affiliations with the Hamptons, he chooses to leave early Khloe and Kourtney hire a new Dash Doll as a favor to Bruce.
When Khloé revives her love for horseback riding, Scott and Kourtney make a bet on how long she will last Kourtney and Kim try to break Kris's crabby mood.
Khloé arranges for her and Scott to host a podcast together, taking her support of Scott to another level Kourtney declairs that she is a trained sailor, Khloé and Scott elect to test her skills on the open water.
Kourtney and Scott try to steer clear of repeating their past mistakes Kim start to doubt her best friend's loyalty when family secrets are leaked to the media.
Scott finally makes the decision to check into rehab, but his commitment to stay wavers with each day Khloé struggles with the realization that her life isn't where she imagined it would be as her 30th birthday gets closer .
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