Already parents to Kim and Kourtney, defense attorney Robert Kardashian and his wife Kris Houghton welcome their third daughter, Khloé Alexandra, to their posh L.A. lifestyle. Khloé and her sisters are eventually joined by younger brother Robert Jr., and the girls go on to "clique" with classmates and future starlets Paris Hilton and Nicole Richie.
After her parents' 1989 divorce, Khloé's family becomes even more divided when her father, Robert, defends friend O.J. Simpson following the murders of Nicole Brown Simpson and Ronald Goldman. Mom Kris – who weds Olympian Bruce Jenner in 1991 – believes the football star is guilty of killing her best friend, Nicole. "We were never told to pick sides, but we felt like we kind of had to," Khloé says.
After her sisters graduate from L.A.'s Marymount High School, Khloé feels the pangs of loneliness. "[I] felt like I didn't have any friends. There was no reason for me to stay," she confesses of leaving school and earning her GED through a home-schooling program. "I finished three years of high school in one year," Kardashian says proudly. "I graduated actually when I was 17 with honors, so in your face!"
Just eight weeks after learning he had esophagus cancer, Robert Kardashian dies at age 59. "I was seriously the luckiest girl in the world growing up because I had two amazing dads who not only loved us kids more than anything, but adored each other as well," she writes on her blog of her late father and stepdad Jenner.
After Kim's infamous sex tape with ex Ray J surfaces, the family remains a united front, weathering the media storm together. Producer Ryan Seacrest sees TV ratings potential in the clan, and a new E! reality project called Keeping Up with the Kardashians is born. "At the heart of this series – despite the catfights and endless sarcasm – is a family that truly loves and supports one another," he tells Variety.
Though Variety dubs the sisters "talentless tarts," the family's refreshing honesty and Khloé's entertaining wit catapult the series to the highest-rated show on Sunday nights among women aged 18 to 34. "We love each other on camera, we cry on camera. I think people relate to the realness of it," Khloé tells Redbook of their unique family dynamic.
After violating the terms of probation following a March 2007 DUI charge, Khloé is sentenced to up to 30 days in prison. Though she ultimately serves only three hours behind bars, she says she's learned her lesson. "What I could have done is just unthinkable," she says of her drunk driving. "I will never, ever do that again."
Khloé takes a break from her family to go it alone on Celebrity Apprentice. But after six episodes, the reality star is fired from the NBC hit because of her 2007 DUI bust. "I hate people who drive under the influence," Donald Trump says during her dismissal. "I don't think I should have been fired for that reason alone," she says in her defense.
After three seasons of Keeping Up with the Kardashians, Khloé and big sis Kourtney embark on a new adventure à deux with Kourtney and Khloé Take Miami, in which the pair opens a new branch of their family boutique, DASH.
After dating her fair share of athletes, Khloé becomes inseparable from L.A. Lakers star Lamar Odom. "With her I was like, 'If I do what I normally do, I'm going to lose her,'" Odom tells Playboy of their burgeoning romance. "And if I lose her, I think it's going to hurt a lot. Right then and there I knew. We were together every day." In a matter of weeks, the NBA star proposes to Kardashian – and she says yes.
BIOGRAPHY (top to bottom): Courtesy Celebuzz.com; Vince Bucci/Getty; Ron Galella/Wireimage; Courtesy Celebuzz.com; Courtesy E!; Courtesy of E!; Courtesy LAPD; Ali Goldstein/NBC; John Parra/WireImage; Angela Weiss/Getty