Prinze was cast in a guest role on the ABC TV series "Family Matters" in 1995. He then appeared in a few programs and made-for-TV movies, before making his motion picture debut in "To Gillian on Her 37th Birthday" in 1996. In subsequent years, Prinze appeared in youth-oriented movies. "I Know What You Did Last Summer" (1997) and its sequel "I Still Know What You Did Last Summer" (1998), made him known to teenage audiences. His first leading role, the romantic comedy "She's All That" (1999), grossed $63 million in the United States.