Opening a new store in Miami, Florida and performing her first radio show, "Khloé After Dark," proves too much for Khloé as her temper causes a fight between her and Kim that threatens the future of D-A-S-H.
Khloé's job is threatened when she pulls out drugs on her radio show "Khloé After Dark," while Kourtney accepts the affections of her new bisexual friend, Jackie.
Khloé holds auditions at the boutique to find a date for Kourtney; Kim visits and gets pressured into getting drunk.
Kourtney makes out with different men; Khloé gets approached to host a drag queen Khloé Kardashian look-alike contest.
Kourtney's ex-boyfriend Scott makes an unexpected return and she must decide whether or not to stay single. Meanwhile, Erica, one of the D-A-S-H employees, may get fired.
Khloé, previously having boyfriend trouble, projects that onto a possible future relationship with Omarion. Meanwhile, Kourtney helps Carrie, a D-A-S-H employee, jumpstart her modeling career.
Kourtney, Khloé, and Jonathan get lost in the Everglades while on a trip to Tampa. Kourtney discovers she is pregnant.
When it's confirmed that Kourtney is pregnant with Scott's baby, she has some hard decisions to make. She's not sure she's ready to be a mother.
Kourtney and Khloe, with Scott and Mason, return to Miami. The girls help get D-A-S-H back on track, and promote the store by doing a naked/painted photo shoot with two of their employees. At the photo shoot, Kourtney gets frustrated with hungover Khloé. After being late for her radio show, Khloé After Dark, she decides to get her priorities straight. Meanwhile, Scott looks into fixing up a nightclub.
Khloé wants to look good for Lamar when he comes to Miami for a visit, so Kourtney gives her a bikini wax. Kourtney decides to go out with her friends, and her drinking from the night takes a toll on her day at the zoo with Mason and Scott the following day.
Khloé becomes fascinated by sociopaths and serial killers and wants to interview one on her radio show. Kourtney becomes angry with Scott after he goes against her wishes and takes the D-A-S-H girls out to his club for the opening. Scott becomes extremely angry when Khloé insists he is a sociopath.
Kourtney uses an old flame to make Scott jealous; Rob and Lamar's close relationship begins to annoy Khloe.
Kourtney has her first photo shoot with Life and Style since having Mason. Meanwhile, Khloe handles things at the store while Kourtney works out for the week, which leads to Khloe taking the girls out to a nightclub. Kourtney and Khloe's relationship is tested and could be changed forever.
Khloe leaves Miami after an argument with Kourtney. Kim comes to the rescue and hopes to bond with each other, though it turns out to be the complete opposite. A D-A-S-H employee faces a medical scare.
While in Miami, Kim helps Kourtney with the store and taking care of Mason. Kourtney refuses to accept that Scott has a drinking problem, which angers Kim.
After a violent alcohol-fueled tyrade, Scott ends up in the hospital. Kim helps persuade Kourtney to not see Scott until he gets professional help with his drinking problem.
Kris visits and tells Scott to stay away from Kourtney; Khloe has to fire someone.
With a week left in Miami, Kourtney has to stay with and Salma and Samira; Khloe is nervous Kourtney will stay in Miami.
Kourtney arrives in Miami without Scott; Kim is focused on being a good mom to her new kitten.
Kim's fertility is comparable to a fifty-year-old and she begins to take her frustrations out on Kourtney; meanwhile, Scott plans to race cars with his new best friend, much to Kourtney's dismay.
Scott learns about the vibrant lesbian community in Miami, while Kim discovers the benefits of breast milk in treating psoriasis
Kim invites her entire family to Miami to compete in a dragon-boat race. At the same time, Kourtney suspects her sister-in-law is pregnant, while Scott has trouble dealing with Bruce's competitive nature
Kourtney would like to move out of the hotel and into a house, but she and Kim have difficulty finding the time to search for a new residence. At the same time, Scott acts overly friendly with Khloé; and the sisters help Rob cope with a bad breakup.
Jonathan takes Kim's side during an argument with Kourtney, which sets the older sister off. Meanwhile, Kim learns she has a life-changing allergy; and Khloé finds herself in a strange predicament because of her love of Cuban coffee
Kim attempts to fix Simon and Jonathan's friendship. Kourtney tries to reignite her and Scott's relationship but goes unnoticed.
Kim takes her love of detective work to another level; Scott's eye problems create a new fashion accessory; Kourtney's weight gain starts to get to her.
Khloe gets a hosting job; Scott wants to give Lord Disick a royal introduction; Kim and Kourtney get competitive.
Kim goes on a shopping spree to update her closet after she's put on a "Worst Dressed List". Scott goes down to alligator country and learns about a new side of Florida. Kourtney reveals her post-baby body for a photo shoot.
Kourtney thinks about being a surrogate mother for Khloé. Kim works with a private investigator to watch Scott, who she thinks is acting suspicious.
The family becomes upset when they discover that Kim hired a private investigator to follow Scott but the mood later changes when Kim reveals her pregnancy to everyone's surprise.
