Charlie Sheen’s tumultuous personal life has often overshadowed his Hollywood career. From early romances to significant marital strife, the years since he married Brooke Mueller in 2008 have been fraught with challenges, including child custody battles and substantial financial woes.
Early Relationships and Marriages
By the time he wed Brooke Mueller, Sheen had already navigated a series of intense relationships. His first significant encounter came at the age of 19, resulting in a daughter named Cassandra with his high school girlfriend. Shortly thereafter, he became engaged to actress Kelly Preston, but their relationship unraveled after a troubling incident where Sheen accidentally shot her in the arm.
Sheen’s first marriage occurred in 1995 to model Donna Peele, but it ended the following year. His second marriage, to actress Denise Richards, lasted from 2002 to 2006 and produced two daughters born in 2004 and 2005.
In late 2006, as his divorce from Richards approached finalization, Sheen met Brooke Mueller, a real estate investor and part-time actress, through their mutual friend Rebecca Gayheart. The couple married in May 2008, and welcomed twin sons, Bob and Max, ten months later. However, their marriage began deteriorating by 2010 amid Sheen’s public meltdowns and erratic behavior, leading to custody complications regarding his daughters with Richards.
Divorce and Financial Issues
In November 2010, Mueller filed for divorce. The situation escalated in early 2011 when police removed the twins from Sheen’s home following Mueller’s concerns, stating, “I am very concerned that [Charlie] is currently insane.” At the time, Sheen was in the midst of a highly publicized personal crisis, living with adult film actresses he called his “goddesses.”
After their divorce was finalized in July 2011, Sheen agreed to pay Mueller a one-time settlement of $750,000 along with monthly child support of $55,000 until their sons turned 18. However, recent court filings reveal that Sheen allegedly stopped making these payments shortly after the divorce. Mueller claims he now owes her nearly $8,967,600 in unpaid support, not including interest, which brings the total debt to approximately $15,386,243.
Similar issues have arisen with Richards, who claimed in 2019 that Sheen owed her $450,000 in unpaid child support. Financial troubles have plagued Sheen, who once held a net worth of $150 million but now faces severe financial difficulties, including potential foreclosure on his properties. Despite a prior windfall from selling his “Two and a Half Men” ownership stake, he has struggled to manage his finances effectively.
Sheen’s ongoing financial crisis has led to significant lifestyle changes, including moving in with his parents and currently renting a condo in Malibu for $16,000 a month. Notably, he has not responded to Mueller’s recent court filings. As the situation continues to develop, further updates may follow.

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