The ultimate Cruel Intentions quiz


By: J.P. Naomi

6 Min Quiz

Image: tmdb

About This Quiz

Two step-siblings, one headmaster's daughter and a whole lot of drama! Take this Cruel Intentions quiz to remember the cruelest and most provocative moments from this late '90s drama!

In which year was the premiere of Cruel Intentions?

Cruel Intentions was released on March 5, 1999. It grossed more than $13 million in its opening weekend at the box office.


In which US city is Cruel Intentions based?

Cruel Intentions was mainly filmed in New York, although some scenes were filmed in Canada and California. There were 28 filming locations in total!


Who is the main male character in Cruel Intentions?

Cruel Intentions was rated R for strong sexual dialogue and sexual situations involving teens, language and drug use. "In the game of seduction, there is only one rule: Never fall in love."


What is Sebastian's last name?

Cruel Intentions was written by Roger Kumble. He is said to have written the screenplay in only 12 days. He also directed the film.


Which famous actor plays the role of Sebastian Valmont?

Ryan Phillippe was born on September 10, 1974. He appeared on One Life to Live early in his career, then went on to star in films such as I Know What You Did Last Summer, 54 and Cruel Intentions.


What is the name of Sebastian's therapist?

Dr. Regina Greenbaum is portrayed by actress Swoosie Kurtz. She is an Emmy Award winner and two-time Tony Award Winner. She also appeared in Liar Liar.


Sebastian is incapable of sustaining...

Sebastian is out for quick satisfaction and always has been. He is apparently in therapy to cure him of this, so he can have longer and more serious relationships with women.


What is the name of Dr. Greenbaum's daughter?

Actress Tara Reid plays the small role of Marci Greenbaum. Reid has appeared in multiple films since the start of her career in 1987. She is best known for her role as Vicky in the American Pie films.


Why did Marci call her mother crying?

Marci calls her mother, hysterically crying. Dr. Greenbaum realizes that the ex-boyfriend is actually Sebastian and she goes after him, yelling!


What is Sebastian's relation to Kathryn?

Cruel Intentions won Choice Movie: Drama Teen Choice Award in the year 2000. It was also nominated in other ceremonies, including MTV Movie Awards, Golden Slate Awards and Blockbuster Entertainment Awards.


Which actress plays the role of Kathryn Merteuil?

Sarah Michelle Gellar was born on April 14, 1977, in New York. She is married to Freddie Prinze Jr. and they have two children together.


Who is Kathryn's ex-lover?

Sarah Michelle Gellar landed her first leading part in the 1992 miniseries, Swans Crossing, and her television breakthrough came in 1993, with the role of Kendall Hart on All My Children.


What is the last name of Court?

Court Reynolds is played by actor Charlie O'Connell. He was born on April 21, 1975, and in 2005, he appeared on the seventh season of the reality television series, The Bachelor.


Who is dating Court Reynolds now?

Charlie O'Connell was born in New York City and had a small career in film and television. His maternal grandfather, Charles Witkowski, was the mayor of Jersey City, NJ, from 1957 to 1961.


Which actress plays the role of Cecile Caldwell?

Selma Blair was born on June 23, 1972, in Michigan. She graduated from the University of Michigan in 1994, with degrees in photography, psychology, fine arts and English.


Why does Kathryn take Cecile under her wing?

Cecile is now dating Court, who dumped Kathryn. Kathryn thinks if she befriends Cecile, she'll be able to manipulate her and get back at Court.


Who is Sebastian's new love interest?

Sebastian is always interested in a new and different female. But the movie reveals there is something different about his feelings toward Annette this time.


What is Annette's last name?

Annette Hargrove is a sweet and innocent girl with short blond hair. She is an optimist at heart and a bit naive when it comes to boys.


Which famous actress plays the role of Annette Hargrove?

Reese Witherspoon was born on March 22, 1976, in Louisiana. She and Ryan Phillippe were actually dating during the filming of Cruel Intentions and were married in 1999. They divorced in 2007.


Sebastian views Annette as what?

Sebastian keeps a diary of his "conquests" - innocent, naive girls that he hopes to break, while making them fall in love with him. He leaves them shortly thereafter.


What is the occupation of Annette's father?

Headmaster Hargrove is portrayed by actor Drew Snyder. Snyder was born in Buffalo, NY, on September 25, 1946. He is also known for his roles in Commando and Universal Soldier.


What is the name of the prep school that Kathryn, Sebastian, Cecile and Annette attend?

The students at Manchester Prep are on their summer break for the majority of this film. We see the students back in school at the end of the film.


Where is Annette staying during the summer break?

She stays with Helen in the Hamptons on Long Island. The Hamptons are also called the "East End" of Long Island.


Who is Helen Rosemond?

Helen is portrayed by actress Louise Fletcher. She was born on July 22, 1934, in Birmingham, Alabama. She began her acting career in 1958 and is still active as of 2017.


Who bets Sebastian that he can't successfully seduce Annette?

If she wins the bet, she wants his car. If he wins the bet, she offers him one night of passion with her.


What kind of car does Sebastian drive?

Sebastian drives a vintage Jaguar 1956 XK140 Roadster. We see Kathryn driving it at the end of the film, with her sunglasses on.


Who is Annette's ex-boyfriend?

Greg O'Connell was portrayed by actor Eric Mabius. Mabius was born on April 21, 1971, in Harrisburg, PA, and has been an actor since 1995.


Who is Greg currently dating?

Blaine Tuttle was portrayed by actor Joshua Jackson. Jackson is best known for his roles as Pacey Witter on Dawson's Creek and Charlie Conway in The Mighty Ducks.


Who is Cecile's music teacher?

Ronald Clifford is portrayed by actor Sean Patrick Thomas. He is best known for his co-starring role in the 2001 film, Save the Last Dance, with actress Julie Stiles.


Who does Sebastian send his diary to?

He sends it to her because he wants her to read it and understand that he truly did fall in love with her, unlike the other "conquests" that he details in his diary.


To stir up trouble, who does Kathryn tell that Sebastian had an affair with Cecile?

Ronald does not like this piece of information and goes after Sebastian to let him hear it! He ends up in a street fight with him, where Sebastian ultimately gets killed by an oncoming car.


When does Sebastian profess his love to Annette?

Sebastian tells Annette that he loves her and she says it back to him. He then falls limp in her arms and she cries in agony over his death.


Outside of his funeral service, who is handing out copies of Sebastian's journal to the student body?

Cecile wants to make sure that everyone knows the truth about Sebastian. This follows Kathryn's "eulogy" where she rants about how she tried to make Sebastian a better person - but the students walked out instead.


What is the title of Sebastian's journal?

Cruel Intentions ultimately earned more than $75 million at the box office. After being made with a $10 million budget, it was widely successful and was followed by two subsequent films: Cruel Intentions 2 and Cruel Intentions 3.


What is revealed in Kathryn's crucifix at the end of the film?

At the end of the film, the headmaster takes Kathryn's crucifix from the rosary beads she wears around her wrist, and her troubled character is revealed as he discovers it is filled with cocaine.


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