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It's a new chapter for the Kardashian sisters as Khloé and Kourtney take over Miami for the summer! As the girls get situated in their new posh surroundings, they must also learn to balance business and pleasure as they prepare to open their new Dash store in only four days. But when Kim flies out to help, she and Khloé get into a big fight that could threaten the future of Dash. Meanwhile, Khloé's nerves start to get the best of her as she readies herself for the debut of her new late-night radio show. And after a night of partying, Khloé finds herself in an awkward situation after she makes out with her cute co-host.
After a week in Miami, Kourtney and Khloé start to realize what a party town it can be! When one of the Dash employees finds cocaine inside the store, Khloé keeps it in her purse and pulls it out during her live radio show. Her show is immediately taken off the air, while she's put on probation and pulls it out during her live radio show. Her show is immediately taken off the air, while she's put on probation and ordered to take a mandatory drug test to prove she hasn't been under the influence at work. Will her actions lead her to lose her dream job? Meanwhile, Kourtney makes a new friend Jackie at an art class and finds out that she's bisexual. During a night out at a lesbian club, Kourtney ends up making out with her new gal pal, but could this lead to something more serious?
The Kardashian sisters may be single--but are they ready to mingle? While Khloé is embracing her single status, Kourtney is still hung up on her ex-boyfriend Scott. Determined to get Kourtney back in the dating pool, she holds open auditions at Dash in the hopes of finding some sexy, single men to go out with in Miami. But after a blind date goes horribly bad, will Kourtney end up missing Scott even more? Meanwhile, Kim comes to visit and gets peer pressured into getting drunk the night before an important photo shoot.
It's been six months since Kourtney and Scott broke up, but she still can't get over him. In fact, being in Miami has only made Kourt miss him more, so in an effort to move on, she goes on a boy crazy rampage. Khloé becomes concerned that her sister is spiraling out of control, especially when she ends up spending the night with her brother Rob's best friend JJ. Meanwhile, it's gay pride week in Miami and Khloé is torn when she's asked to participate in a drag queen "Khloé Kardashian Look-a-Like" contest to raise money for gay and lesbian equality.
After six months of being single, Kourtney is still having trouble moving on from her ex-boyfriend Scott. So when he calls her out of the blue, she doesn't know what to think. Although she tries to avoid him, Scott tracks Kourtney down at a party and asks her out to dinner, which she can't refuse. Old feelings are rekindled and Kourtney finds herself falling for her ex all over again, but she's still not sure whether she's ready to get back with him, even after the two spend the night together. Meanwhile, when one of the employees at Dash starts stirring up too much drama, Khloé may be forced to fire her.
After she caught her last boyfriend cheating on her, Khloé is having serious trust issues with men. Her friends think it's time for her to move on and try hooking her up with potential dates, but she's still not ready to let down her guard. So when her friend Omarion comes to town for work, Khloe is shocked when he tells her he has feelings for her and would like to try taking their friendship to the next level. But when Khloé doesn't take his advances seriously, she risks ruining their relationship for good. Meanwhile, Kourtney helps save the modeling career of Carrie, one of the Dash employees, by placing her in her friend's fashion show.
In an attempt to go to Tampa for an appearance, Khloé, Kourtney and their friend Jonathan get stuck in the middle of the Florida Everglades when their car runs out of gas. And when a nasty storm heads their way, they're forced to spend the night in some strangers' home. Meanwhile, Kourtney thinks she could be pregnant after she realizes she has missed her period and comes down with a bad case of morning sickness.
After several pregnancy tests turn out positive, Kourtney and Scott visit a gynecologist and confirm that's she's pregnant with his child. Now, Kourtney must decide whether or not she's ready to become a mom. She also knows her family still has some hard feelings about Scott, so she's scared to tell them the big news. When Kourtney doesn't get the reactions she wants from her sisters, will it influence her decision to keep the baby? Meanwhile, Khloé and Kourtney's time in Miami has come to a close and the girls throw a big going-away party to say goodbye to all of their new friends.