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All Grown Up! Sami Sheen’s Ups and Downs Through the Years: Pics

L.A. baby! Charlie Sheen and Denise Richards’ oldest daughter, Sami Sheen, has always been in the spotlight — and now she’s making headlines for her grown up choices.

The Anger Management alum and the Love Actually actress welcomed Sami in 2004, nearly two years after tying the knot in June 2002. The pair expanded their family the following year when daughter Lola was born.

While the duo split in 2006, Richards fondly remembers how she and Charlie began their family.

“I actually like all of his movies. I think he’s a great actor,” the Real Girl Next Door author told Andy Cohen in May 2020 when asked about her ex-husband. “The first movie that I saw, my dad took me to see, was Platoon when I was younger. So I like all his movies.”

Cohen questioned whether Richards liked Scary Movie 5 — Charlie starred in Scary Movie 3, 4 and 5 — to which she said yes. “Yeah, that’s actually where we conceived our daughter,” Richards confessed. “Four or 5,” she said, struggling to remember which of the sequels’ sets the act occurred on.

The Real Housewives of Beverly Hills alum revealed during an April 2020 episode of the Bravo series that she had tried to shield their girls from all of Charlie’s ups and downs. “Even though he’s Charlie Sheen, that is still, to them, their dad,” Richards said. “I never talk badly about him and I want him to be part of their lives.”

While the exes appeared to have a good coparenting dynamic, things changed in late 2021 when Sami claimed that she felt “trapped” while living with Richards. Charlie later confirmed that his eldest child had moved in with him amid tension with her mother.

“Charlie is the good time dad, and well, rules and curfew aren’t really set in stone,” a source exclusively told Us Weekly in September 2021. “And that is why Sami went to live with her dad.”

Richards revealed in February 2022 that she and Sami were still navigating their relationship after she started living with her father full-time. “Obviously, I would love for her to live with me,” the actress said on an episode of the “Jeff Lewis Has Issues” podcast. “She lived with me all these years, but I think it’s very difficult raising teenagers these days, especially in Los Angeles.”

Three months later, the mother-daughter pair appeared to be back on good terms after they spent Mother’s Day together. “Denise and Sami reconnected within the last month,” a source exclusively told Us in May 2022. “They are getting along very well.”

The following month, Sami raised eyebrows when she joined OnlyFans, shortly after moving back in with Richards. Charlie exclusively told Us in a statement in June 2022 that he did “not condone” his daughter’s choice, making it clear that it “did not occur under my roof.”

Richards, however, told Us in a statement that Sami’s decision “wasn’t based on whose house she lives in. All I can do as a parent is guide her and trust her judgment, but she makes her own choices.”

Scroll down to see all of Sami’s highs and lows over the years:


Meet Sami!
The Ferris Bueller’s Day Off actor and the former soap opera star welcomed their first child in March 2004. Eric Charbonneau/Shutterstock
Big Sister Mode
Sami’s younger sister Lola was born in June 2005. Their dad later welcomed twins Max and Bob in March 2009 with now ex-wife Brooke Mueller. Richards, for her part, adopted daughter Eloise in 2011. Albert Michael/Startraks
TV Cameo
Sami had a minor role on Two and a Half Men in 2004 as Lisa’s daughter on the “Yes, Monsignor” episode. Courtesy of Sami Sheen/Instagram
Parental Drama
Richards filed for divorce from the Wall Street actor in March 2005 before briefly reconnecting ahead of their daughter Lola’s birth. The twosome split for good in April 2006. Shutterstock (2)
Reality TV Start
Sami and Lola made their reality TV debut on their mom’s short-lived series Denise Richards: It’s Complicated in 2008. Sami, for her part, was featured on 10 episodes from 2008 to 2009. Matt Baron/Shutterstock; Courtesy of Sami Sheen
Addiction Conversations
The Paper Empire alum opened up on the Today show in July 2011 about how Charlie’s public outbursts and addiction struggles led her to having a heart-to-heart with their two children. "I was just lying to them about so much and covering up things and totally lying. It was just getting too confusing that I had to sit down with them,” Richards confessed. "It's too early [for them to understand]. I told them enough for them to make sense of things that were going on." She noted that she was “of course” concerned over the wellbeing of her ex-husband, adding, "He's the father of our children… [But] he's also a survivor. If anyone can pull themselves together, it's Charlie." Broadimage/Shutterstock
Social Media Start
The California native joined Instagram in 2016, sharing a photo of herself horseback riding. Courtesy of Sami Sheen/Instagram
Housewife Hit
Richards joined the cast of The Real Housewives of Beverly Hills in 2019 and exited the following year after starring on season 10. During Richards’ time on the Bravo series, Sami appeared on 11 episodes. David Buchan/BEI/Shutterstock; Cour
Feeling ‘Trapped’
Sami claimed in a TikTok video in September 2021 that she felt “trapped” in her mom and stepdad Aaron Phypers’ house in 2020 before making a change. “1 year ago today: trapped in an abusive household, hated myself, would go days without eating or sleeping, insanely depressed, hated school, etc …” the teenager wrote alongside a video of herself crying. Sami then cut to a smiling video, saying, “Now: finally moved out of the hell house, had a spiritual awakening, own 2 cats, happy single, full of self love, and dropped out of high school :).” Courtesy of Sami Sheen/Instagram
Switching Things Up
The Three Musketeers actor confirmed in September 2021 that Sami was living with him after her drama with Richards and that she was taking a break from school. “Sam’s amazing. I love her and all my children unconditionally,” Charlie told Us through his rep, Jeff Ballard. “We’re having a ball. GED here we come!” A source exclusively told Us at the time that Richards was “saddened” by the drama and still loved Sami “very much” despite her change of address. “Denise set normal rules that any parent would be setting. She’s a mom and a parent and there are rules,” the insider said. “She didn’t want to follow the rules. Charlie didn’t support implementing Denise’s rules. He has a different way of parenting and Sami decided to live with her dad.” Courtesy of Sami Sheen/Instagram
All Grown Up
She rang in her 18th birthday in March 2022 with an elegant party with friends in West Hollywood, California. The Bold and the Beautiful alum celebrated her daughter’s milestone via social media, seemingly extending an olive branch amid their “strained” relationship. “In a blink of an eye you’re 18 …. !!!! Happy Birthday my beautiful Sami. I love you so much,” Richards wrote via Instagram alongside a photo slideshow. “Privately many more words to share with you. I love you unconditionally and I am very blessed and grateful to be your mom. And Nana is looking down celebrating with you. I love you my sweet Sam. Happy 18th Birthday!” Sami replied, “Thank you so much mom I love you too.” Courtesy of Sami Sheen/Instagram
Getting Inked
Sami’s tattoo collection has been growing since late 2020, which she has shown off via social media. Following her 18th birthday in March 2022, she “finally got [her] wings,” debuting a butterfly tattoo along her backbone. Courtesy of Sami Sheen/Instagram
Mother’s Day Makeup
“Happy Mother’s Day !! I love u so much mom,” Sami captioned an Instagram photo with Richards on the holiday in May 2022, seemingly confirming that things between the two had turned a corner. “U have no idea how grateful I am to have u in my life 💗💐🥂.” A source later told Us that the mother-daughter pair had “reconnected” recently and are “getting along very well.” Courtesy of Sami Sheen/Instagram
NSFW
Sami turned heads in June 2022 when she joined OnlyFans, which is known as an adult-only content sharing space. “I do not condone this but since I’m unable to prevent it, I urged her to keep it classy, creative and not sacrifice her integrity,” Charlie exclusively told Us in a statement at the time, noting that Sami no longer lived with him and was back with Richards. Courtesy of Sami Sheen/Instagram


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