Bruce takes the family to Bora Bora to celebrate his 20th anniversary with Kris. Kim's new boyfriend, Kris Humphries, pushes her too far.
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Khloe jokes that Scott is a sociopath, but her comments aren't appreciated by Kourtney.
Kourtney goes out with some old friends to party, but quickly realizes times have changed and that motherhood comes first.
The second season begins with Khloe postponing a return trip to Miami to help Kourtney run their business, which causes Kourtney to accuse her sister of being a poor business partner and sibling.
Break-ins at the store encourage the girls to learn self defense, while Rob drops out of college to become a model.
Kim and Kourtney set up Khloe on blind dates, Kendall hires a handyman to help her with her chores.
The girls teach Kendall about puberty while Kris tries out to be an adult cheerleader.
Rob falls in love with a popstar and Kris buys chickens for the house.
Khloe pursues an acting career much to the dismay of Kim. Bruce gets a major style makeover.
Kim lets fame go to her head while Kourtney confronts Scott about cheating on her.
A sex scandal rocks the family.
The family gives back to the community when they take in a homeless man.
The girls travel to Vegas and Kourtney gets the results of a pregnancy test.
Khloe has trouble coping with the anniversary of her father's death and ends up in jail.
Kim poses for a Playboy celebrity photoshoot.
The girls head off to Mexico for a sexy photoshoot while Brody Jenner babysits the kids.
Kris' busy schedule as working mom is getting to her, causing her to hire a nanny to help out around the house. Meanwhile, Kim contemplates firing her as a manager.
As the family sets up an anniversary party for Mom and Dad, Kim appears on the Tyra Banks Show for her first big interview while Kourtney deals with relationship drama.
Kourtney learns she is pregnant with Scott's baby, but she isn't sure she's ready to be a mother.
Kourtney and Khloe get lost in the Everglades while on a trip to Tampa. Also: Kourtney thinks she may be pregnant.
Khloe attempts to learn Spanish to help with customers at the store Kourtney assists in an employee's modeling career.
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