Scott has anxiety about being in his late parents hometown. Scott and Kourtney's relationship is on the rocks as she gets fed up with his partying ways. She then shows him that she won't take it anymore as she bans him from their summer house. Khloé sets off on a romantic getaway to South Africa with French Montana.

Kourtney tells Scott off for breaking the boundaries they've set for their relationship.

Kourtney flies to Los Angeles to have it out with sister Kim, who is planning to "borrow"—without permission—Kourtney's house for North's birthday bash. Meanwhile, too much partying in the Hamptons lands Scott in the hospital, and to the realization that things need to change.

Scott decides to check into rehab, but has second thoughts once his stint begins; at the same time, Khloé has mixed feelings about her approaching 30th birthday since her life isn't turning out as planned.

Kourtney and Scott try avoiding making past mistakes again. Kim doubts her best friend's loyalty.

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When Khloé revives her love for horseback riding, Scott and Kourtney make a bet on how long she will last; Kourtney and Kim try to break Kris's crabby mood.

When Scott is consumed by his negative affiliations with the Hamptons, he chooses to leave early; Khloe and Kourtney hire a new Dash Doll as a favor to Bruce.

Kourtney tries to convince Scott to keep his late parents' house, even though he can't bring himself to set foot in it, which she tries to remedy with a makeover. Meanwhile, Khloé's fraternizing with the Dash Dolls doesn't go over well with her big sis.