Caroline starts falling for her rocker friend Ronnie, but fears getting involved with him because of the musician stigma.
Kourt goes on a boy crazy rampage and Khloé hosts a Tran-Sexual Khloe Kardashian Look-a-Like contest to raise money for LGBT equality.
Kourtneys ex-boyfriend Scott makes an unexpected return and she must decide whether or not to stay single.
Khloe finally realizes she cant land a decent boyfriend because of her own intimacy issues. Kourtney saves the modeling career of Carrie.
In an attempt to go to Tampa for an appearance the girls get lost and stuck in the Everglades. Meanwhile Kourtney realizes she could be pregnant.
When its confirmed that Kourtney is pregnant with Scotts baby, she has some hard decisions to make. Shes not sure shes ready to be a mother.
Khloe postpones her trip to Miami and shows up late, prompting Kourtney to attack Khloe for being a lousy sister and business partner.
When Kourtney's old friends come to visit she decides to go out to reclaim her old party self.
Khloe takes her playful innuendos about Scott being a sociopath too far.
Kourt uses her old Miami flame, Jackie, to make Scott jealous. Khloé becomes annoyed with Rob and Lamar's close relationship.
With Khloe gone, Kim tries to fill the void and reconnect with Kourtney. One of the Dash employees has an STD scare.
Kim is in Miami to help Kourt out in Khloe's absence and is eager to do whatever it takes, even take care of Mason.
When Scotts drinking gets out of control, Kourtney refuses to see him until he seeks professional help.
When Kris comes to visit, she feels it is mother's duty to tell Scott to stay away from Kourtney. Khloe learns that firing an employee is hard to do.
It's the last week in Miami and Kourtney is asking herself how much she wants Scott in her life after his incident with breaking the mirror.