Cruel Intentions isn't lacking in heart-racing scenes. For the racier scenes she shared with Phillippe, however, Gellar was comforted by the fact that they knew each other and had worked together in I Know What You Did Last Summer two years prior. "I don't know that if it had been cast differently, that it would have been as comfortable," she said. "I'd known Ryan for years. There was a comfort there that allowed us to push boundaries."