Reese met Ryan Phillippe when she was 21. He proposed to her in December of 1998, while they were vacationing at The Planter's Inn in Charleston, South Carolina. They were married on June 5, 1999. Reese's wedding ring was an early 1990s Asher-cut-diamond, and there are only a few like it in the world. In October of 2006 they separated after seven years of marriage. They had two children together; Ava Elizabeth Phillippe was born on September 9, 1999, and Deacon Phillippe was born October 23rd, 2003.