Gellar also agreed, adding: "What they're doing to her is horrible. We could never make that scene today, let's put it that way."
Speaking to EW, Witherspoon also revealed she had to be convinced to take on the role of Annette, the virgin love interest of Sebastian, despite Phillippe being her boyfriend (and later husband) at the time.
Witherspoon only agreed to join the cast after fleshing out the character alongside the movie's director and writer, Roger Kumble.
"I remember finding Annette too demure and too much of a woman influenced by a guy's manipulations," Witherspoon said.
"I was starting what I guess became my bigger mission in life — of questioning why women were written certain ways on film."
Kumble credits Witherspoon's rewrite as the reason why Cruel Intentions still resonates with audiences two decades later.
"It's true, she came and sat with me for a week, and we worked on the dialogue together," he said.
"Annette was the character most removed from me. There's no way the movie would have its success if it weren't for (Witherspoon's) talent as a writer."