Kris hopes to end her mother's crucial pains by giving her Medical cannabis. Scott ends up drunk yet again while on a trip to Miami. Khloé is willing to let Kourtney be her interior designer, but changes her mind once she realizes that her sister designs at a high price.

Khloé and Kim go on a trip to Armenia to learn more about their ancestors. Kourtney wants to discover why Kylie is acting distant.

Kylie celebrates her graduation. Kim has troubles dealing with her pregnancy.

The family flies to St. Bart's to forget their troubles, but drama follows them; Kourtney gets disturbing news about Scott; Kendall has beef with Kylie for bringing her boyfriend Tyga; Kris struggles to get back on Kim's good side.

Kanye invites the entire family to NYC for his fashion show, but Khloé is torn over whether Lamar can handle such a big first appearance since his accident. Meanwhile, Kim tries to keep Scott busy in hopes that he'll stay out of trouble; and Lamar meets Caitlyn for the first time.

Kris takes her family on a surprise vacation to Vail, Colo.; and the Ks react to news that Rob has proposed to Blac Chyna. Also: Scott's behavior concerns Kourtney.

Fresh off the heels of his engagement announcement, Rob has another piece of news that will change the family forever. Meanwhile, Kylie struggles with anxiety from being in the spotlight.

Kim wonders if she should take a stand for Kanye, feeling fed up that he's misunderstood and unfairly vilified. Between hosting a party in Vegas and getting ready and filming Fergie's "M.I.L.F. $" music video, Kim is a busy lady. However, she still finds time to make an uncharacteristically public move when she calls out Taylor Swift in her GQ interview for lying about the permission Taylor gave Kanye to mention her in his "Famous" track. Kim discovers the entire Kanye/Taylor convo was recorded, giving her the ability to defend her husband and clarify the truth. Meanwhile, Kylie has a stalker and the family plays a prank to ensure she takes her own security seriously.

Kim, Kourtney and Khloé travel to to the once-restricted country of Cuba. Originally, they were going to watch Kendall walk in the Chanel show, but she had to drop out due to a schedule conflict. The sisters turn it into a family trip and bring Kanye, Malika and the kids along to absorb some culture. They tour the sites of Havana and are so taken by the Cuban capital that Kanye says he'd like to shoot a music video there. Meanwhile, back in Calabasas, Kris is lonely without her eldest daughters, so she focuses all her attention on Kylie. At first, Kylie feels harassed, but she comes around to enjoying the quality time with her Mom.

Kim undergoes one final procedure on her uterus in an attempt to carry another baby, but suffers from dangerous complications; Khloé worries about her business successes; Rob must learn to ignore criticism from his family.

Kim gets some big news about the future of her family; the girls wonder if Kourtney sees a future with her current beau; Kim and Khloé compete to win Kris's affection.

The girls take one last sister getaway to San Francisco before their babies arrive, but they quickly tire of Kourtney's bad attitude; Kim wants to include her family in the surrogacy process; Khloé anxiously awaits news of her baby's gender.

When devastating wildfires erupt in their neighborhood, the family is forced to flee from their homes, threatening to ruin the fairytale birthday party Rob is planning for his daughter, Dream. Kim and her team anxiously await the President's word on whether or not he will endorse their groundbreaking prison reform legislation, and Kris Jenner stars in an Ariana Grande music video.

Kris reluctantly allows Kim to take over the annual Christmas Eve party; Khloé must come to the rescue when North's hamster dies; Kris tries to understand the unconventional relationship between Kourtney, Scott and his girlfriend.

Khloé deals with some debilitating health issues, but her world is turned upside down when rumors surface that Tristan cheated with family friend Jordyn Woods; Kanye brings his family and friends together to celebrate the healing power of music.