Cruel Intentions is one of those iconic 90s films that we'll never forget.
The movie, which followed two step-siblings of an elite Manhattan school with a devious plan, tackled a number of taboo topics, making it the kind of film that millennials were forced to watch in secret. (It was rated MA, remember?)
Watch the trailer for Cruel Intentions below. Post continues after video.
As we reminisce all things Cruel Intentions, here are nine things you didn't know about the iconic movie.
Katie Holmes was originally up for the role of Annette.
While searching for the perfect fit for the sweet and innocent Annette, producers were drawn to Katie Holmes, who was appearing as Joey on Dawson's Creek at the time.
But while the studio were keen to cast Holmes for the role, director Roger Kumble wanted Hocus Pocus' Vinessa Shaw instead.
After both sides came to a stalemate, Kumble was drawn to the idea of using Ryan Phillippe's girlfriend, Reese Witherspoon.
While Witherspoon initially turned down the role, she eventually changed her mind.
"So, basically, we took Reese out to dinner to get her drunk, and we ended up getting drunk. And I literally got down on my knees and begged her: 'Please, it'll be 15 days, you'll be great,'" Kumble told Cosmopolitan.
"And Reese was like, 'I'll do it. But we need to work on the character.' I'm like, 'Anything, anything, anything.' She wanted to strengthen the character, and she was right. And she and I got together, and we gave Annette more bite so she wasn't a doormat. And I'm very grateful to her for that."