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In addition to her fame from modelling and acting, Anderson has received a great deal of press attention for her well-publicized personal life. Her relationships have made headlines in gossip magazines for years. Anderson married Tommy Lee, drummer of Mötley Crüe, on February 19, 1995, after knowing him for only 96 hours and the couple eventually had two sons, Brandon Thomas Lee and Dylan Jagger Lee, named for Anderson's great grandfather, Dale Jagger Grosco who fought in World War II. During this time, she was known professionally as Pamela Anderson Lee. Anderson filed for divorce from Lee twice and reconciled with him twice, before the couple finally broke up for good, however, she admitted to newspapers that she still often had sex with him since their divorce.

In March 2002, Anderson publicly stated that she had contracted the Hepatitis C virus from Lee (supposedly from sharing tattoo needles), and began writing a regular column for Jane magazine. In October 2003, Anderson jokingly said on Howard Stern's radio show that she does not expect to live more than 10 or 15 years, but this was misconstrued and taken seriously by many websites and tabloids.

Since her divorce, she has been engaged to the model Marcus Schenkenberg and to the singer Kid Rock (Robert J. Ritchie). She broke up with Schenkenberg in 2001 and with Kid Rock in 2003. It was announced on July 18, 2006 that she would marry Kid Rock on July 29, 2006, on a yacht near St Tropez, France. "Feels like I've been stuck in a time warp," said Anderson in her blog entry. "Not able to let go of MY family picture ... it's been sad and lonely and frustrating ... I've raised my kids alone in hope of a miracle. Well my miracle came and went. And came back and back because he knew that I'd wake up one day and realize that I was waiting for nothing." "I'm moving on," she declared. "I feel like I'm finally free ... I'm in love." There was extensive unconfirmed media speculation that the marriage was pregnancy-related, but the theory was based only on Anderson's representative's refusal to comment on the question.

On November 10, 2006, it was announced that Anderson had miscarried while in Vancouver shooting a new film, Blonde and Blonder. Seventeen days later, on November 27, 2006, Anderson filed for divorce in Los Angeles County Superior Court from Kid Rock, citing irreconcilable differences. Some news reports have suggested that Kid Rock's outrage during a screening of Borat, in which she plays a cameo role, led to the filing for divorce two weeks later.

Anderson told talk show host Ellen DeGeneres in September 2007 that she was engaged. On September 29, Anderson and Rick Salomon, applied for a marriage license in Las Vegas. Anderson married Salomon between her two nightly appearances at the Planet Hollywood Resort and Casino in Hans Klok's magic show in a small wedding ceremony at The Mirage on October 6, 2007. However, the couple separated on December 13, and on February 22, 2008, Anderson requested through the courts that the marriage be annulled citing fraud.