In October 2006, it was reported that Jameson began dating mixed martial artist and former UFC champion Tito Ortiz, whom she met on Myspace. Ortiz canceled a November 12, 2006 appearance as the guest of honor at the United States Marine Corps birthday ball at the Marine Corps Air Station Miramar in San Diego, when the Corps refused to let him bring Jameson as his guest. On November 30, 2006, in an interview on The Howard Stern Show, Ortiz stated that he was in love with Jameson, that she was no longer acting in pornography, and that they were in a monogamous relationship. On December 12, 2006, Jameson filed for divorce from Grdina. She introduced Ortiz and talked about their relationship at the 2008 AVN Adult Movie Awards while she was presenting an award. She also made brief appearances on two episodes of The Celebrity Apprentice to help Ortiz on the tasks assigned in those episodes.
Jameson announced in August 2008 that she and Ortiz were expecting twins in April 2009. On March 16, 2009, Jameson gave birth to twin boys, Jesse Jameson and Journey Jette. Jameson and Ortiz split up in March 2013. Ortiz was granted full custody of the twins.