Charlie Sheen has had his fair share of controversies over the years. Aside from being known for his iconic roles in Wall Street and Two and a Half Men, the 54-year-old actor has a notorious reputation for being a womanizer. In fact, Sheen has had quite a long list of lovers throughout his lengthy career!
Well, being linked to that many women could eventually lead to having lots of kids, too, right? Unsurprisingly, this Hollywood dad has five children with three different women. His eldest daughter was with his high school sweetheart. He also had two girls with Hollywood bombshell, Denise Richards.
Lastly, he has twin sons with actress, Brooke Mueller. However, Sheen rarely shares information about what his kids are up to. Which brings us to the question, "What else do we know about them?" Let's find out as we share some riveting tidbits that most people aren't familiar with!
14 Sam And Lola Were Shielded From Sheen's Dark Past
There are some things best kept in the dark, and Richards believes her ex-husband's infamous reputation is one of those things. In fact, the 49-year-old mom feels that her daughters might already have some daddy issues. However, Richards never wants her girls to think negatively of their father. Her strategy is to keep her girls in the dark about their dad's worst antics.
13 Daughters Sam & Lola Must Follow Strict Rules
Sheen's ex-wife, Denise Richards, enforced strict rules for her two daughters, Sami and Lola Rose. During an episode of The Real Housewives of Beverly Hills, Richards revealed that she wasn't allowed to date boys until she was 16. She now wants that same rule to apply to her daughters! It must be tough having a strict Bond girl for a mom.
12 Sam Sheen Shared The Spotlight With Her Parents
If Sam Sheen hopes to follow in her dad's footsteps, then she's off to a good start. The 16-year-old is a budding actress. In fact, she's starred in both of her parents' shows! She played Lisa's daughter in Three and a Half Men and also had ample screen time on her mom's reality TV show, The Real Housewives of Beverly Hills.
11 Sheen's Twin Sons Were Taken Away From Him
The Two and a Half Men star was irate when his sons were taken away from him by the police. Of course, it's not because the kids were misbehaving. It was actually ordered by Sheen's ex-wife, Brooke Mueller, who believed that Sheen's home was an unfit environment for their twin sons, Max and Bob.
10 Max And Bob Grew Up Around Models
The Sheen twins actually grew up around models. Two blonde starlets, to be exact! After Sheen's tumultuous relationship with Brooke Mueller, Charlie welcomed two women into his house, even referring to them as his “goddesses.” Both women reportedly took turns caring for the twins. No wonder Mueller wanted her kids out of her ex-husband's pad so badly!
9 Max & Bob Allegedly Have Violent Tendencies
There's a good reason why Denise Richards no longer wanted to tend to Sheen's twin sons. According to Radar Online, Richards penned a letter to the Department of Children and Family Services, alerting the agency to the twins' alarming behavior. Sheen's ex described the boys as “zombie-like” with “extreme violent mood swings.” To make matters worse, she claims they were becoming a hazard to her daughters.
8 Eldest Daughter, Cassandra Estevez, Was Into Theater
It's only natural for Sheen's eldest daughter, Cassandra Jade Estevez, to have an interest in theater. After all, her dad's acting chops are basically running through her veins! Estevez was in Loyola Marymount University's theater arts program. Furthermore, she was also credited as a production assistant on the CBS Schoolbreak Special TV show, according to IMDb.
7 Estevez Found Love The Same Way As Her Father
Cassandra Estevez is married to Casey Huffman and she has known him since she was in junior high school. It's quite fitting that she's with her high school sweetheart since she was conceived through Sheen's love for his high school sweetheart, Paula Speert. No wonder her father looked so jubilant while walking her down the aisle! You know what they say - like father like daughter.
6 Eldest Daughter & Estranged Wife Were Buddies
While it might seem kinda awkward for Sheen's eldest daughter to get cozy with any of her father's new ladies, she made an exception for Brooke Mueller. The pair looked like best buds while attending the Karl Feinstein Emmy Suite back in 2007. Of course, this was prior to Sheen's troubling divorce with Mueller, which happened four years later.
5 Estevez Openly Supports Her Father
Having a father who's constantly featured in scandalous headlines isn't something that's easy to deal with. However, that's never stopped Cassandra Estevez from vocally supporting her father, regardless of his public image. Estevez consistently shows her support for Sheen in interviews, despite her father's involvement in a bevy of controversial issues.
4 Estevez Is As Tough As Her Father
It's never easy for a father to tell his daughter he's stricken with a contagious sickness, but Sheen claims his eldest daughter, Estevez, took the news like a rock star! In an interview with Matt Lauer, Sheen praised Estevez, calling her “as tough as her dad.” That said, there's certainly no doubt she's a Sheen.
3 Daughter Was Conceived On A Movie Set
Who gets to star in a movie set before they are even born? Well, Sheen's daughter can say that she did just that! According to Us magazine, Richards revealed that one of her daughters was conceived on set. Not just any set - it was during the production of the notorious comedy horror film, Scary Movie!
2 Lola Is An Equestrian Performer
It's no secret that Denise Richards loves riding horses as she's often seen taking her kids out for some good old-fashioned horseback riding. In fact, her daughter Lola performs at equestrian centers! Richards sometimes flaunts her daughter's horseback riding prowess on her social media. We shouldn't really expect anything less from the daughter of a former Bond girl.
1 Sheen Owes Daughters A Whopping Sum Of Money
Given Sheen's acting credentials, it's no surprise that he used to be worth a lot of money. What some might not know is that he owes a portion of his wealth to his daughters, Sam and Lola! They're entitled to receive child support from their dad, but Richards claims Sheen hasn't been paying up. That amount eventually accumulated to the point where he allegedly owes the girls almost half a million dollars!