The two friends met when Jenner was only 17 years old through her late ex-husband Robert Kardashian Sr.

When Kris Jenner was just 17 years old, her late ex-husband Robert Kardashian Sr. introduced her to Nicole Brown Simpson and O.J. Simpson and they soon became best friends.

The two families were incredibly close. For nearly two decades, the Kardashian-Simpson clans shared vacations with their children, celebrated countless birthdays and supported each other through good times and bad. The Kardashian kids even referred to them as “Auntie” and “Uncle” at the height of the family’s friendship.

That relationship didn’t last forever — at least not for Jenner. When O.J. was accused of murdering Nicole and friend Ronald Goldman, Jenner took the side of her deceased friend. Meanwhile, Jenner’s husband Robert Sr. went on to represent Simpson in his double murder trial.

The trial seemingly split the Kardashian-Jenner family, and Jenner even sat on Nicole’s side of the courtroom while her husband served for the defense. O.J. was eventually acquitted of the charges, though he was found liable for the deaths and paid out millions to the victims’ families.