Charlie Sheen has five children with three different women, Sheen has been married three times and has five children. His first daughter, Cassandra Jade Estevez, was born on December 12, 1984, to his former high school girlfriend, Paula Profit,
In January 1990, Sheen accidentally shot his fiancee, Kelly Preston, in the arm. She broke off the engagement soon after.
In the 1990s, Sheen dated a number of adult film actresses, including Ginger Lynn and Heather Hunter.
On September 3, 1995, Sheen married Donna Peele. That same year, Sheen was named as one of the clients of an escort agency operated by Heidi Fleiss. Sheen and Peele divorced in 1996.
On June 15, 2002, Sheen married actress Denise Richards. They have two daughters, Sam and Lola Sheen. In March 2005, Richards filed for divorce, accusing Sheen of alcohol and drug abuse and threats of violence. The divorce was finalized in November 2006 and preceded a custody dispute over their two daughters.
On May 30, 2008, Sheen married Brooke Mueller, who later gave birth to their twin sons, Bob and Max. In November 2010, Sheen filed for divorce. On March 1, 2011, police removed Bob and Max from Sheen’s home. Sheen told NBC’s Today, “I stayed very calm and focused.” According to People, social services took the children after Mueller obtained a restraining order against Sheen. The document said, “I am very concerned that [Sheen] is currently insane.” Asked if he would fight for the children, Sheen texted People, “Born ready. Winning.” Sheen and Mueller’s divorce became final on May 2, 2011.
On March 1, 2011, Sheen was concurrently living with pornographic actress Rachel Oberlin and model and graphic designer Natalie Kenly, whom he collectively nicknamed his “goddesses”. Oberlin left Sheen in April 2011, and Kenly left in June 2011.
In January 2013, Sheen’s daughter Cassandra was reported to be pregnant, with Sheen’s first grandchild.
In a January 2013 interview on Piers Morgan Tonight, Sheen stated he was in a relationship with adult film actress Georgia Jones.
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