Penelope Scotland Disick

When Kris starts dating someone after twenty-five years with Bruce, no one is more critical than her own daughters. Khloé winds up in hot water over a controversial Instagram post, and Kim gets a lesson in manners when she tries to recruit Kourtney for her video game.

The daughters have to find a way to support Caitlyn while still being sensitive to Kris's feelings; Kourtney focuses on her kids after asking Scott to move out; Kim wants Khloé to do the sexiest photoshoot she's ever done.

In this mid-season finale, the siblings return home from Montana to wish their dad well as Bruce prepares to transition. Kris travels with Kendall to Paris, and Kim pursues one last hope of getting pregnant.

When Scott has a flurry of suspicious activity and vague business dealings, the family decides to pull back the curtain on Scott's man-of-mystery persona. Kris worries she's made a mistake by putting Kourtney in charge of her living will, and Kim must stop Bruce before he spends all his money.

Kim tries to keep traditions alive by planning a family ski trip to Montana, but there's no mistaking that this year's vacation has different vibe. On the slopes, Khloé risks life and limb to bond with Kylie.

With Rob in crisis, the family intervenes, but when Rob refuses help, Kris is at her wits' end. Khloé leads a Dash teambuilding retreat, and Kim learns that getting pregnant again might not be in the cards.