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.
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When Khloé enjoys a night of drinking, Kourtney gets angry and accuses her of recklessly putting Scott's sobriety in jeopardy after Malika drunkenly kisses Khloé, Khloé starts to question what their friendship really means.
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 declares 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.
Kourtney flies to LA to confront Kim for using her home for North's birthday party without her permission Scott finds himself in the hospital after excessive partying.
Kim takes her love of detective work to another level Scott's eye problems create a new fashion accessory Kourtney's weight gain starts to get to her.
Scott doesn't notice the effort Kourtney is making to reignite their relationship Kim tries to repair Jonathan and Simon's friendship.
Kourtney takes things too far when Jonathan agrees with Kim during an argument Khloe's love for coffee puts her in a crazy situation Kim finds out she has a life altering allergy.
Kourtney wants to leave the hotel and find a house Scott gets overly friendly with Khloe Rob has a bad breakup.
Kardashian family competes in the annual Dragon Boat Race Kourtney's sister-in-law might be pregnant Scott can't handle Bruce's competitive nature.
Scott learns about the lesbian scene Kim uses Kourtney's breast milk to help treat her psoriasis.
Kim's fertility is comparable to a fifty-year-old Scott plans to race cars.
Kourtney arrives in Miami without Scott Kim is focused on being a good mom to her new kitten.
The couples say goodbye to New York Kim makes a decision about her marriage.
Khloe helps her sisters with their man problems.
Kim and Kris join Kourtney and Scott in New York City, but things don't run as smoothly as planned.
Kim considers moving to New York City Scott buys a ring for Kourtney and contemplates marriage.
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