From OnlyFans To Faith: The 5 Wildly Different Paths Of Charlie Sheen's Kids In 2025

In late 2025, the children of Hollywood icon Charlie Sheen are making headlines for reasons as diverse and dramatic as their father’s own career. The five kids, spanning two generations and three different mothers, are navigating young adulthood and their inherited celebrity status in wildly contrasting ways, from a burgeoning career in adult content to a newfound focus on faith and privacy. This deep dive provides the most current, up-to-date look at the lives of Cassandra, Sami, Lola, Max, and Bob, revealing who is embracing the spotlight and who is choosing a life far from the "Winning" mantra. The Sheen children, whose full surname is Estevez (Charlie Sheen's birth name), have a complicated family tree, connected through their father’s high-profile relationships with Paula Profit, Denise Richards, and Brooke Mueller. Their stories in 2025 offer a fascinating glimpse into the next generation of a legendary Hollywood dynasty, proving that while they share a famous dad, their paths could not be more different.

Charlie Sheen's Five Children: A Complete 2025 Biography Profile

Charlie Sheen, born Carlos Irwin Estévez, is a father to five children from three separate relationships. Here is a complete profile of his kids, detailing their mothers, current ages, and latest public information as of December 2025.

• Full Name: Cassandra Jade Estevez
• Mother: Paula Profit (high school girlfriend)
• Date of Birth: December 12, 1984
• Age (Dec 2025): 41
• Latest Update: Maintains a highly private life away from Hollywood. She is married and a mother to Charlie Sheen's only grandchild.

• Full Name: Sami Sheen (Sam J. Sheen)
• Mother: Denise Richards (actress and ex-wife)
• Date of Birth: March 9, 2004
• Age (Dec 2025): 21
• Latest Update: Active content creator on OnlyFans, documenting her life and recent cosmetic procedures. She also reacted publicly to the September 2025 Netflix documentary, aka Charlie Sheen.

• Full Name: Lola Rose Sheen
• Mother: Denise Richards (actress and ex-wife)
• Date of Birth: June 1, 2005
• Age (Dec 2025): 20
• Latest Update: Recently baptized in early 2025 and launched a faith-based podcast, signaling a significant shift in her public persona.

• Full Name: Bob Sheen
• Mother: Brooke Mueller (actress and ex-wife)
• Date of Birth: March 14, 2009
• Age (Dec 2025): 16 (Twin)
• Latest Update: Made a rare public appearance with his twin brother and mother in August 2025. He and Max are subject to a joint legal custody agreement with a sole custody contingency for Charlie Sheen.

• Full Name: Max Sheen
• Mother: Brooke Mueller (actress and ex-wife)
• Date of Birth: March 14, 2009
• Age (Dec 2025): 16 (Twin)
• Latest Update: Made a rare public appearance with his twin brother and mother in August 2025. He and Bob are subject to a joint legal custody agreement with a sole custody contingency for Charlie Sheen.

Sami Sheen: OnlyFans, Cosmetic Surgery, and the Reality of Hollywood's Next Generation

The most public and controversial of Charlie Sheen's children is undoubtedly Sami Sheen, his eldest daughter with actress Denise Richards. In 2025, Sami has fully embraced a career as a content creator, primarily on the subscription platform OnlyFans. This career choice initially caused a public stir, with her parents having differing, though ultimately supportive, reactions.

Sami’s presence on the platform has been a major talking point, and she frequently uses social media, like TikTok, to document her life and career journey. For instance, she shared a rejection email from a major modeling agency, giving her followers a raw look at the industry's harsh realities.

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Further adding to her public narrative, Sami documented her journey through breast augmentation surgery and the subsequent recovery process, openly discussing her experience with her followers.

The recent premiere of the Netflix documentary aka Charlie Sheen in September 2025 also brought Sami back into the celebrity news cycle, as she shared an emotional reaction video to the film about her father, highlighting the complex relationship between the family and the public eye.

Lola Sheen's Pivot to Faith and the Private Lives of the Estevez Twins

While Sami is leaning into the adult content space, her younger sister, Lola Rose Sheen, has taken a dramatically different, faith-focused path in 2025. In a significant move, Lola was baptized at the beginning of the year, an event she described as "transformative" in subsequent interviews.

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Lola, who is now 20, is also channeling her new focus into media by hosting a faith-based podcast, where she discusses her spiritual journey and beliefs. This pivot from the typical celebrity child trajectory has surprised many and established her as a completely separate entity from her sister's more provocative online persona.

The Sheen-Mueller Twins: Max and Bob's Rare Public Glimpse

Charlie Sheen’s youngest children are the fraternal twins, Bob and Max Sheen, whom he shares with ex-wife Brooke Mueller. The twins, who are 16 years old, have largely been shielded from the intense media scrutiny that followed their parents' tumultuous relationship.

However, the public got a rare glimpse of the boys in August 2025 when they appeared in photos celebrating their mother Brooke Mueller's 47th birthday.

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Their custody arrangement remains a complex point of interest. Charlie Sheen and Brooke Mueller currently share joint legal custody, but a 2022 agreement stipulates that Sheen would receive sole custody in the event of a relapse by Mueller. Furthermore, Sheen filed an ex parte motion in January 2024 to introduce new stipulations regarding the child custody arrangement, underscoring his continued protective role in their lives.

Cassandra Jade Estevez: The Eldest Daughter Who Chose Privacy

The first of Charlie Sheen's children, Cassandra Jade Estevez, stands in stark contrast to her younger half-siblings. Born in 1984, she is the daughter of Sheen and his high school girlfriend, Paula Profit. Cassandra, whose age makes her a contemporary of many of her father’s former co-stars, has consistently chosen a life of extreme privacy.

Cassandra has never sought the Hollywood spotlight. She is a married woman and a mother, making Charlie Sheen a grandfather. While she has made a few rare public appearances, such as attending a movie premiere with her father, she is not active on social media and has successfully built a life away from the celebrity chaos that often surrounds the Sheen/Estevez name.

Her decision to pursue a private life, reportedly as a former production assistant and focusing on her family, highlights the generational difference in handling fame. Unlike Sami and Lola, who are leveraging their connections in the digital age, Cassandra represents a throwback to a time when a celebrity child could genuinely opt out of the public eye.

Topical Authority: The Sheen Family's Ongoing Media Narrative

The public's fascination with Charlie Sheen’s family is a recurring theme in celebrity news, driven by the dramatic lives of his ex-wives, Denise Richards and Brooke Mueller, and his own career resurgence and recent documentary. The children's current activities solidify their place as a compelling next-generation narrative.

The contrast between Sami's OnlyFans career and Lola's faith-based media is a perfect reflection of the polarized culture of the 2020s. Meanwhile, the custody details surrounding the twins, Bob and Max, and the consistent privacy of Cassandra Jade Estevez, remind the public that despite the Hollywood sheen, at the core, this is a family grappling with complex relationships, addiction recovery, and the challenges of growing up under an intense spotlight. The Sheen/Estevez children continue to prove that inheriting a famous name is less about a shared destiny and more about forging five entirely unique paths.