Charlie Sheen’s Three Wives: The Untold Stories And The $15 Million Child Support Battle Rocking 2025

Charlie Sheen’s tumultuous romantic history is as famous as his acting career, marked by three high-profile marriages that captivated Hollywood and the public for decades. As of late 2025, the *Two and a Half Men* star is single, having publicly stated his focus is on sobriety and fatherhood, a journey he details in his recent memoir and Netflix documentary. His life remains intertwined with his former spouses, however, with fresh headlines emerging from a significant legal dispute with one ex-wife, proving the drama never truly ends. The actor, who has been married and divorced three times, is a father to five children from three different women, creating a complex but functional "modern family." This deep dive explores the women who married the star, from the shortest union to the most legally contentious, and reveals the latest updates on their lives and their ongoing relationship with the now-sober star, including the staggering $15 million claim currently making waves in court.

Charlie Sheen: A Biographical Snapshot

To fully appreciate the context of his marriages, a look at Charlie Sheen’s profile—born Carlos Irwin Estévez—provides the necessary background on the man behind the headlines.

• Full Name: Carlos Irwin Estévez
• Stage Name: Charlie Sheen
• Born: September 3, 1965 (Age 60 as of late 2025)
• Parents: Martin Sheen (Father), Janet Templeton (Mother)
• Siblings: Emilio Estevez, Ramon Estevez, Renée Estevez
• Notable Projects: Platoon, Wall Street, Major League, Two and a Half Men, Anger Management
• Marriages: 3 (Donna Peele, Denise Richards, Brooke Mueller)
• Children: 5 (Cassandra Estevez, Sami Sheen, Lola Rose Sheen, Bob Sheen, Max Sheen)
• Current Status (2025): Single, Sober since 2017.

The Three Wives of Charlie Sheen: A Timeline of Marriage and Divorce

Charlie Sheen’s three official marriages each represent a distinct chapter in his life, spanning from a whirlwind, short-lived union to a lengthy, public custody battle. Each relationship produced its own unique set of challenges and, in two cases, children who are now young adults.

1. Donna Peele: The Shortest Union (1995–1996)

The first woman to officially become Mrs. Charlie Sheen was model Donna Peele. Their relationship was a classic Hollywood whirlwind romance that began shortly after Sheen was called to testify in the trial of Hollywood madam Heidi Fleiss.

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• Spouse: Donna Peele (Model)
• Marriage Date: September 3, 1995 (on Sheen’s 30th birthday)
• Divorce Date: November 1996
• Duration: Just over one year
• Children: None

Peele and Sheen met on the set of a commercial shoot, and the actor proposed just six weeks later. Their marriage, however, was his shortest, lasting only 14 months before the couple separated. Donna Peele retreated from the spotlight after the divorce, maintaining a private life. Interestingly, Sheen revisited this brief but significant relationship in his 2025 memoir, *The Book of Sheen*, offering new context to the tumultuous period of his life at the time.

2. Denise Richards: The Hollywood Power Couple (2002–2006)

Charlie Sheen’s second marriage was to actress and former model Denise Richards, a union that created one of Hollywood’s most talked-about couples of the early 2000s. They met while filming the movie *Good Advice* in 2000 but reconnected on the set of *Spin City* in 2001.

• Spouse: Denise Richards (Actress, Model)
• Marriage Date: June 15, 2002
• Divorce Date: November 2006
• Duration: Approximately four years
• Children: Two daughters: Sami Sheen (b. 2004) and Lola Rose Sheen (b. 2005)

Richards filed for divorce in 2005 while she was pregnant with their second daughter, Lola Rose. The divorce was finalized in 2006, leading to years of public drama, custody battles, and highly publicized feuds. Despite the past turmoil, the two have reportedly found a way to co-parent and maintain a civil, if complex, relationship, which has been highlighted in various media appearances and the 2025 documentary, *aka Charlie Sheen*. As of 2025, Denise Richards is making headlines herself, reportedly separating from her current husband, Aaron Phypers, though this is a separate chapter in her life.

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3. Brooke Mueller: The Most Contentious Split (2008–2011)

The third and final marriage to date was to actress and real estate investor Brooke Mueller. Their relationship was arguably the most volatile, fraught with legal issues, substance abuse struggles for both parties, and custody disputes that lasted long after their divorce.

• Spouse: Brooke Mueller (Real Estate Investor, Actress)
• Marriage Date: May 30, 2008
• Divorce Date: May 2011
• Duration: Three years
• Children: Twin sons: Bob Sheen and Max Sheen (b. 2009)

The couple welcomed twin sons, Bob and Max, in 2009. The marriage ended in divorce, but the battle for the custody of the boys, often contingent on Mueller's sobriety, has been a recurring issue in the media. The complexity of their co-parenting arrangement is currently the source of a major legal fight that has brought Sheen back into the news cycle in late 2025.

The $15 Million Child Support Battle and 2025 Updates

The most recent and significant development in Charlie Sheen’s post-marriage life involves Brooke Mueller. In a court filing that has made headlines in 2025, Mueller is demanding a staggering $15 million from the actor, claiming it is owed in unpaid child support.

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Mueller's legal team contends that Sheen has not met his financial obligations for their twin sons, Bob and Max, a claim Sheen's representatives are challenging. This legal drama highlights the enduring financial and personal ties that bind the former couple, even years after their divorce was finalized. The outcome of this high-stakes legal battle is one of the most anticipated celebrity court decisions of the year, providing a fresh and unique angle to the ongoing saga of Charlie Sheen’s relationship history.

Charlie Sheen's Current Life: Sobriety, Fatherhood, and New Projects

Since his last divorce, Charlie Sheen has not remarried, and he has been open about his focus on personal recovery and family. The actor marked a significant milestone, celebrating eight years of sobriety, which he attributes to a life-changing moment that shifted his outlook.

His current life is dominated by his role as a father to his five children: Cassandra Estevez (from his relationship with high school girlfriend Paula Profit), Sami and Lola Rose, and the twins Bob and Max. He has spoken about having a "fantastic relationship" with his ex-wives, particularly Denise Richards, and maintaining a unique modern family structure.

In 2025, Sheen has been heavily promoting two major projects: his raw and revealing memoir, *The Book of Sheen*, and the two-part Netflix documentary, *aka Charlie Sheen*. These works revisit his career highs, personal lows, and his journey to sobriety, giving fans an unprecedented look into his life. Furthermore, he has ventured into the business world with the launch of his alcohol-free beer brand, *Wild AF*, a move that strongly supports his public commitment to a sober lifestyle. This combination of professional projects and personal stability confirms his current status as a man who has moved past his tumultuous marriages to focus on his legacy and his family.