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From Hollywood Heiress To OnlyFans Star: Where Are Charlie Sheen’s 5 Children Now?

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Charlie Sheen’s five children, spanning a 25-year age difference, have all stepped into the public eye in dramatic and often unexpected ways, making headlines in late 2025 and beyond. From the eldest daughter who is now a mother herself to the twin sons keeping a low profile and the middle children making waves in the digital world, the Sheen family legacy continues to be as complex and captivating as the actor's own career.

The lives of Cassandra, Sami, Lola, Max, and Bob Sheen are a tapestry of Hollywood royalty, challenging co-parenting dynamics, and individual pursuits that range from faith-based renewal to controversial career paths. This article provides the most current, up-to-date look at where each of Charlie Sheen’s children is today, including their current ages and the latest news surrounding their lives as of December 2025.

Charlie Sheen: A Brief Biographical Profile

The patriarch of the family, Charlie Sheen, was born Carlos Irwin Estévez on September 3, 1965, in New York City, making him 60 years old as of late 2025. He is the son of acclaimed actor Martin Sheen and artist Janet Templeton, and the brother of fellow actor Emilio Estévez.

Sheen rose to prominence in the 1980s and 1990s as a leading man in films such as Platoon (1986), Wall Street (1987), and the comedy classic Major League (1989). His career achieved a massive resurgence in television, particularly with his Golden Globe-winning role as Charlie Harper on the CBS sitcom Two and a Half Men, which made him the highest-paid actor on television at one point.

His professional success has often been overshadowed by a tumultuous personal life, including high-profile relationships, public feuds, substance abuse issues, and his 2015 announcement that he is HIV-positive. Sheen has been married three times: to Donna Peele (1995–1996), actress Denise Richards (2002–2006), and actress/investor Brooke Mueller (2008–2011). He fathered five children with three different women.

The Five Children of Charlie Sheen: Current Lives and Latest Updates (2025)

Charlie Sheen’s family tree is diverse, with a wide age gap between his oldest and youngest children. Each child is building a life that reflects both their famous parentage and their own distinct choices.

1. Cassandra Jade Estevez: The Private Eldest Daughter

Full Name: Cassandra Jade Estevez (born Sam J. Estevez) Mother: Paula Profit (Sheen's high school sweetheart) Date of Birth: December 12, 1984 Age (as of Dec 2025): 41

Cassandra Jade Estevez is Charlie Sheen’s first and oldest child. She is the daughter of Paula Profit, Sheen's former high school girlfriend, making her the only child not born to one of his three wives.

Unlike her younger half-sisters, Cassandra maintains a very private life away from the Hollywood spotlight. She is known to have a close relationship with her father and has occasionally appeared at family events. Sheen walked her down the aisle when she married her husband, Casey Huffman, in 2011.

The most significant update in Cassandra's life is her own motherhood. In 2013, she gave birth to a daughter, Luna, making Charlie Sheen a grandfather. At 41, Cassandra's focus remains on her family, representing the most stable and low-key branch of the Sheen family tree.

2. Sami Sheen: The OnlyFans Star and Digital Entrepreneur

Full Name: Sam J. Estevez (Sami Sheen) Mother: Denise Richards (Actress and former wife) Date of Birth: March 9, 2004 Age (as of Dec 2025): 21

Sami Sheen is the oldest daughter of Charlie Sheen and actress Denise Richards. In 2022, Sami made national headlines when she launched a career on the subscription-based content platform, OnlyFans.

As of 2025, Sami's career on the platform is thriving. She has been very open about her work, even appearing on her mother’s reality television show to discuss her business. In an April 2025 interview, Sami revealed that she has established firm boundaries regarding her content, sharing the specific "lines she won't cross" as a creator, indicating a professional approach to her digital career.

Her relationship with her father has seen its ups and downs, particularly concerning her OnlyFans work. However, Sheen has recently expressed optimism about their dynamic. In a 2025 statement, Charlie Sheen mentioned that he and Sami are actively working to "fix" their relationship, emphasizing that their bond is "too valuable" to let strained moments destroy it.

3. Lola Rose Sheen: The Journey of Faith and Renewal

Full Name: Lola Rose Sheen Mother: Denise Richards (Actress and former wife) Date of Birth: June 1, 2005 Age (as of Dec 2025): 20

Lola Sheen, the second daughter of Charlie Sheen and Denise Richards, has also recently stepped into the public conversation, but for a completely different reason than her older sister.

The biggest update for Lola in 2025 revolves around her personal faith journey. At the start of the year, Lola Sheen shared intimate details of her baptism, describing the experience as transformative. She publicly stated that she felt "Completely Renewed" and was moving away from a previous feeling of being "hopeless."

Her mother, Denise Richards, shared her pride in Lola's decision, highlighting the young woman's commitment to her spiritual life. Lola's public declaration of faith in early 2025 provided a refreshing narrative in the often-scandalous context of the Sheen family, demonstrating her individual path toward self-discovery and spiritual commitment.

4. and 5. Bob and Max Sheen: The Teen Twins

Full Names: Bob Sheen and Max Sheen Mother: Brooke Mueller (Actress and former wife) Date of Birth: March 14, 2009 Age (as of Dec 2025): 16

Bob and Max Sheen are Charlie Sheen's youngest children, twin sons he shares with his third ex-wife, Brooke Mueller. Their childhood has been marked by complex custody arrangements due to the struggles faced by both parents, including Sheen's 2022 agreement to receive sole custody in the event of any relapse by Mueller.

The twins generally maintain the lowest profile of all the Sheen children, with their parents striving to keep them out of the media frenzy. However, they made a rare public appearance in August 2024, when they were photographed with their mother, Brooke Mueller, celebrating her 47th birthday.

As of 2025, the 16-year-old twins are navigating their high school years. Their names briefly re-emerged in the news due to a custody-related lawsuit filed by Brooke Mueller against Charlie Sheen in late 2025, though Sheen's representatives stated the claims were inaccurate, asserting that Sheen had full custody during the disputed period.

The Evolving Sheen Family Dynamic

The current state of the Sheen family is a testament to the fact that co-parenting and familial love can persist despite public drama and personal struggles. Charlie Sheen has consistently spoken about his desire to be a good father and to provide guidance to his children, especially as they enter adulthood.

The public nature of his children's lives—from Sami’s OnlyFans earnings to Lola's baptism—means that the Sheen name will continue to be a subject of intense curiosity. Sheen himself, who turned 60 in 2025, has reflected on his relationships with his kids, stating that he tries to give them advice that will help them when he is no longer around.

The journey of the five Sheen children—Cassandra, Sami, Lola, Max, and Bob—highlights the unique challenges of growing up with a celebrity parent. Whether they choose a private life like Cassandra and the twins, or a public, digital career like Sami, or a spiritual path like Lola, their individual stories are now becoming the primary focus of the Sheen family narrative.

As they all continue to mature, the world watches to see which of the five children will most closely follow their father's footsteps into the entertainment industry, or whether they will forge a path entirely their own, away from the Hollywood machine.

charlie sheen children
charlie sheen children

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