Phillippe was born Matthew Ryan Phillippe in New Castle, Delaware, the son of Susan, who ran a day care center in the family's house, and Richard Phillippe, who worked for DuPont. He has three sisters, Kirsten, Lindsay and Katelyn. Phillippe attended New Castle Baptist Academy, where he played basketball and soccer, as well as earned a black belt in Tae Kwon Do; he was also the Yearbook Editor in Read more...

Phillippe's acting career began with an appearance in ABC daytime drama One Life to Live. His character Billy Douglas, whom he played from 1992 to 1993, was the first gay teenager in a daily soap opera, causing a stir. After leaving the show, Phillippe moved to Los Angeles, where he appeared in a number of small parts in various television shows and movies, including 1996s White Squall.

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In 1997, Phillippe attended a party given for actress Reese Witherspoon's 21st birthday. Upon meeting Witherspoon, Phillippe was reported to have spent all night talking to the young actress, with Witherspoon telling Phillippe, "I think you're my birthday present." The following morning, Phillippe left California to film I Know What You Did Last Summer, and subsequently began a long-distance courtship Read more...