Ryan Phillippe and Reese Witherspoon decided to start dating in 1997. The couple met at the celebration of her 21st birthday. After the relationship went on for approximately two years, they decided to marry in 1999 and proceeded to have a baby girl named Eva. Due to issues they were having in the marriage, they under went marriage counseling in 2002. The following year their son Deacon was conceived.
Phillippe had a reputation for flirting with the women on his movie sets and carrying himself as though he was single. Rumored to have had an affair with his blonde co-star Abbie Cornish of "Stop Loss", Phillippe denies the allegations. It is also said to believe that he had affairs with two unknown women while also filming in Vancouver. Witherspoon experienced great humiliation from the public exposure of his infidelity.
After Whitherspoon jumped to fame after starring in "Legally Blonde", Phillippe is rumored to have become jealous of her fame. She went on to win an Oscar for her impeccable role in "Walk the Line". This outstanding accomplishment only fueled Phillippes envy and his infidelity. Her income which is 14 times more that his 2.5 million per film made him fell as though he had to catch up with her. All rumors and allegations of cheating is denied by Phillippe. He claims to have supported her career and accomplishments. The couple was together for seven years and conceived two beautiful children together. Whitherspoon filed for a divorce on November 8, 2006.