The family finds out that Rob is dating Tyga's ex; Khloé goes out of her way to make sure that Lamar has a house of his own, Scott builds a new lifestyle in hopes of winning Kourtney back.
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.
Khloé is upset when she is the last to learn that Rob is moving into a house of his own; Kim speculates about Kourtney and Corey's budding friendship; and landing on the cover of Architectural Digest brings out a new side of Kourtney.
Jokes made by Rob on social media aren't taken lightly by the women in his family, which does little to help ease their concerns about his new relationship. Meanwhile, living together puts a major strain on Kris and Kim's relationship; and Kendall feels left out.
Kendall, Kylie and Khloé get prosthetic makeovers in hopes of having a "normal day out"; Scott feels insecure about his place in the family; Kris resists Corey's idea of fun.
Khloé travels to Napa with Kourtney and Kris, where she needs to make a decision about her divorce; Scott tries to rid himself of the alleged Kardashian Curse.
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.
Conclusion. The family vacation in Vail, Colo., continues as everyone digests the shocking news that Rob is engaged. Meanwhile Scott tries to behave himself for the rest of the trip.
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 feels pulled in two different directions as she tries to cater to both her sister and her husband during a trip; Scott tries to decide if he should surprise Kourtney by showing up in Iceland.
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.
The Kardashian trip to Cuba continues. Included: A disagreement results from Kim's commitment to her work engagements on Mother's Day; Scott comes down with a major case of FOMO; and tensions rise over Kylie's Puma endorsement.
Drama between Rob and the family flares up when Chyna launches an app they find questionable; Scott is on a mission to prove that Kourtney's allergies aren't real.
Kris urges Rob to reconnect with his sister and best friend in hopes of helping Khloe move in a more positive direction. Also: The Kardashian matriarch pushes herself too far to keep up with her daughters' intense workouts; and Kourtney worries about giving Scott mixed messages by joining him in Vegas for his birthday.
The sisters try to fix Rob and Chyna's relationship after the couple get into an explosive fight; the family set their sights on ending Khloe's streak of bad birthdays; and Kourtney panics about having to go on press tour without her siblings.
In the mid-season premiere, Kim ends up upsetting her mom by helping Cait get ready for the ESPY Awards. Meanwhile, Khloe gets a taste of what her life would be like with bigger breasts; and Scott tries to find a healthy way to pass the time.
The family celebrate MJ's birthday in San Diego, but can't escape the drama when Rob doesn't show up for the party and can't be found after a fight with Chyna. Meanwhile, Scott resurrects "Lord Disick" after much prodding from the Kardashians; and Kim finds doing North's hair a struggle.
Kendall suffers from sleep paralysis; Kim searches for methods to control her anxiety; Scott develops an unlikely friendship.
Kim's choice to try for a third child proves to be a matter of life and death. Kendall fears backlash from supporting stricter gun control and Kris gets emotional about her mom.
The family plan a baby shower for Rob and Chyna, who end up ruining the party with their fighting.