In the series premiere, Kylie Jenner invites the world to her life of growing up in the spotlight, her desire to experience normalcy, and the people closest in her life. When Kylie learns of a bullied fan looking for a prom date, she plans to surprise him as his date, but her quest hits a huge obstacle at the airport.

Kylie and her Glam Squad must deliver an iconic look for the celebrity-filled Met Gala as a special guest of Versace. After a wild weekend on the East Coast, Jordyn wonders if she's living her own life, or getting lost in Kylie's.

After an emotional visit with a young fan, Jordyn is forced to come to terms with the recent death of her father. Kylie is inspired and prompted to strengthen her bond with Caitlyn.

Kylie, Jordyn and Kris travel to Peru on a charity mission. But when Kylie's spontaneous lifestyle doesn't fare well with Kris Jenner's demanding itinerary, they have to reconcile their differences.

On the season finale, Kylie and Jordyn continue their trip in Peru while exploring their friendship and future. The guidance of a shaman reading and a commitment ceremony leads Kylie and Jordyn into the next chapter of their lives.