Cruel Intentions (1999)

Sarah Michelle Prinze (née Gellar; born April 14, 1977) is an American actress, producer, and entrepreneur. After being spotted at the age of four in New York City, she made her screen acting debut in the television film An Invasion of Privacy (1983). A leading role on the teen drama series Swans Crossing (1992) was soon followed by her breakthrough role as Kendall Hart on the ABC daytime soap ope

Matthew Ryan Phillippe (/ˈfɪlɪpi/; born September 10, 1974) is an American actor. After appearing as Billy Douglas on the soap opera One Life to Live (1992–1993) and making his feature film debut in Crimson Tide (1995), he came to prominence in the late 1990s with starring roles in I Know What You Did Last Summer (1997), 54 (1998), Playing by Heart (1998), and Cruel Intentions (1999).

Laura Jeanne Reese Witherspoon (born March 22, 1976) is an American actress and producer. She is the recipient of various accolades, including an Academy Award, a Primetime Emmy Award, and two Golden Globe Awards. Time magazine named her one of the 100 most influential people in the world in 2006 and 2015, and Forbes listed her among the World's 100 Most Powerful Women in 2019 and 2021. In 2021, F