Cait sets out to give her new friends the trip of a lifetime, and in turn, they challenge Cait to break down her walls and get personal. Meanwhile, Cait must figure out how to balance her old friendships with her new ones.
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Khloe doesn't feel comfortable in her home, so Rob invites her to move in with him. Meanwhile, Kris gets bitten by the Broadway bug.
Khloe is hurt by bad press, while Kris gets Jonathan to sneak away from Kim for a trip to Sonoma.
Kris and Bruce have major decisions to make regarding their future together and Khloe struggles with her marriage to Lamar.
Kylie chooses to plan her Sweet 16 without the help of Kris.
Khloe distracts herself from troubles at home by using Bruce's camping trip to hunt for aliens.
Kim needs to deliver earlier than planned, Kris prepares the house for her new granddaughter's arrival.
With her due date approaching and the paparazzi growing more out-of-control, the family wants Kim to devise a plan for when she goes into labor.
Kim pushes Khloe to consider adoption, but Khloe has other things on her mind.
After Scott unexpectedly leaves rehab early, Kourtney and Scott try to avoid repeating their past mistakes. Meanwhile, Kim begins doubting her best friend Jonathan's loyalty when family secrets are leaked to the media.
Scott finally decides to make a change in his life and checks into rehab, but his commitment to stay wavers with each day. Meanwhile, as her 30th birthday quickly approaches, Khloe struggles with the realization that her life isn't where she imagined it would be.
When Kourtney learns that Kim is using her home for North's birthday party without her permission, she flies to LA to confront her. Meanwhile, back in the Hamptons, Scott finds himself in the hospital after partying too much and realizes he must make a change.
After Kourtney admonishes Scott for breaking the boundaries they've set for their relationship, Scott makes attempts to clean up his act and get back in her good graces. Meanwhile, Khloe tries to get Scott on a healthy track with tennis, but her good deed backfires when Kourtney accuses her of taking Scott's side.
When Kourtney, Khloe, and Scott arrive in the Hamptons to start their picture-perfect summer, Scott is overwhelmed by the anxiety of being in his late parents' hometown and runs back to his old habits. Meanwhile, Khloe jets off on a romantic getaway to South Africa with her new boyfriend, French Montana.
Khloe takes her support of Scott to another level when she arranges for them to host a podcast together, but things get ugly when Scott backs out on his promise to be in French Montana's music video. Meanwhile, when Kourtney proclaims that she is a trained sailor, Khloe and Scott decide to test her skills on the open water.
After Scott unexpectedly leaves rehab early, Kourtney and Scott try to avoid repeating their past mistakes. Meanwhile, Kim begins doubting her best friend Jonathan's loyalty when family secrets are leaked to the media.
Kourtney and Khloe can't believe that Kim doesn't want a baby shower, so they plan one behind her back.
Kourtney and Khloe can't believe that Kim doesn't want a baby shower, so they plan one behind her back.
Khloe tries to figure out what's causing her memory issues.
Rob shocks everyone when he takes up chainsaw art in Khloe's backyard.
Kris worries about a visit with Bruce's mom, Esther, because they've never had much of a relationship in the past.
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