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  1. Aug 20, 2024 · Here's everything to know about Charlie Sheen's five children, Cassandra Estevez, Sami Sheen, Lola Sheen, Bob Sheen and Max Sheen.

    • Cassandra
    • Sami
    • Lola
    • Max & Bob

    Cassandra Jade Estevez, 37, is Charlie’s oldest child. She was born to him and his high school sweetheartPaula Profit in 1984 when he was just 19. Unlike some of Charlie’s other children, Cassandra has chosen to stay out of the spotlight, but she reportedly once pursued acting. She is also known to have reportedly maintained a close relationship wi...

    Sami Sheen, 18, is Charlie’s second child and first with his ex-wife Denise Richards, whom he was married to from 2002 until 2006. She was born in 2004 and has appeared on television and on casual and professional outings with her parents. She was featured on The Real Housewives of Beverly Hills when her mom was one of the main cast members in 2009...

    Lola Sheen, 17, is Charlie’s third child and second with Denise. She was born in 2005, when Denise and Charlie started having marital issues and the former even got a restraining order on the latter. The couple got divorced just a year after Lola was born and the teen has split spending time with both her mom and dad ever since. “Lola splits time b...

    Twins Max Sheen andBob Sheen, both 13, are Charlie’s youngest children and only sons. They were born in 2009 to the formerTwo and a Half Men star and his ex-wife Brooke Mueller, whom he was married to from 2008 until 2011. Sadly, the boys’ custody arrangements have changed a fair amount over the past few years after Charlie had legal troubles and B...

  2. Apr 18, 2023 · The Two and a Half Men actor is a dad to five children, Cassandra, Sami, Lola, Max and Bob, whom he welcomed during his high-profile romances. Keep scrolling to learn more about his...

    • Charlie Sheen's 5 Kids: A Guide to His Famous Family. Charlie Sheen comes from a famous family — and he’s passing on the torch to daughters Cassandra Estevez, Sami Sheen and Lola Sheen, and twin sons Bob and Max Sheen.
    • Charlie Sheen's 5 Kids: A Guide to His Famous Family. Charlie Sheen comes from a famous family — and he’s passing on the torch to daughters Cassandra Estevez, Sami Sheen and Lola Sheen, and twin sons Bob and Max Sheen.
    • Cassandra Estevez. The Ferris Bueller’s Day Off star was 19 years old when his high school sweetheart gave birth to Cassandra. Charlie later walked his eldest daughter down the aisle at her 2010 wedding, and became a grandfather when Cassandra and her husband welcomed a baby girl in 2013.
    • Sami Sheen. Sami, born in 2004, is Charlie’s eldest daughter with Richards. In 2022, she dropped out of high school and went to live with her dad amid tension with her mom.
    • *EXCLUSIVE* Charlie Sheen shopping at a surf store in Malibu and later enjoyed lunch with his son at Subway. @MALIBUUSTARS YOUTUBE / BACKGRID. Malibu, CA – *EXCLUSIVE* – Charlie Sheen shopping with his twin son at a surf store and enjoying lunch together at Subway in Malibu.
    • Charlie Sheen & Twin Sons. Clint Brewer Photography / A.I.M. Charlie Sheen takes his sons Max and Bob for smoothies in Malibu. It was a rare outing for the Sheen boys.
    • Charlie Sheen’s Son Is Taller Than Him. Clint Brewer Photography / A.I.M. Charlie Sheen isn’t that short, but his teenage son was already taller than him.
    • Sami Sheen walking. BACKGRID. Sami Sheen rocked this plunging gray cropped tank top with mid-rise, baggy white linen pants, sneakers, gold hoops & pigtail braids.
  3. Oct 6, 2021 · CHARLIE Sheen has five children with three different women and recently was granted a request to stop paying child support for one of them. The Two and a Half Men actor had children with Paula Profit, Denise Richards, and actress Brooke Jaye Mueller-Rice and is also a grandfather.

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  5. Apr 18, 2023 · Charlie Sheen is a dad of five kids, Cassandra, Sami, Lola, Max and Bob, from his past relationships. Meet his children.