Inside Charlie Sheen and Denise Richards’ Messy Divorce

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Charlie Sheen and Denise Richards are one of those (ex) couples that can’t seem to stay away from drama. Their relationship, divorce, custody battles, and disagreements paint a picture of a very bumpy rollercoaster. There have been accusations of physical abuse, drug abuse, addiction to pornography, slander, and mudslinging, among many others. Let’s take a look at Charlie and Denise’s messy divorce and where all this animosity is coming from.

Most recently, they’re back in the news because of their differences of opinion over their daughter, Sami’s decision to make an OnlyFans account. By now, in 2022, Charlie Sheen and Denise Richards have been legally divorced for 16 years. But the drama is never-ending!

2000: Denise and Charlie Meet

The two stars and soon-to-be lovebirds first met on the set of Good Advice. They weren’t involved romantically yet, according to People.

2001: Love Is in the Air

They start dating while Denise joins Charlie on his former sitcom Spin City in the fall of 2001. Charlie proposes to Denise by the year’s end.

2002: Denise Richards Becomes Charlie Sheen’s Missus

The two got married on June 15, 2002. Denise once said, “I fell in love with who he was when I met him: a strong man who could admit his weaknesses and work through them,” per IMDb.

2003: Denise Is Expecting

Denise becomes pregnant with Charlie’s child sometime in the late spring or early summer of 2003. They both appeared in Scary Movie 3, which was released in October of that year, while Denise was pregnant.

2004: The Two Officially Become Parents Together

Denise gave birth to their eldest daughter, Sami, on March 9, 2004. Charlie was already a father at that point. He had another daughter, Cassandra Jade Estevez, with his high school sweetheart, Paula Profit, in 1984. That meant that Sami and Cassandra had a 20-year age gap.

2005: Denise Officially Files for Divorce

Denise filed for divorce in March 2005 while she was 6 months pregnant with Lola, her second and final child with Charlie Sheen. (Denise later adopted daughter Eloise at birth in June 2011, after a 2-year-long adoption procedure).

The divorce filings were made in the Los Angeles Superior court. They cited “irreconcilable differences” and requested full custody of Sami and Lola, and that Charlie could have visitation rights.

In June 2005, Lola was born. According to People, Charlie and Denise briefly reconciled after Lola’s birth but then things went downhill real fast.

2006: Denise Accuses Charlie of Violence, Pornography, Drug Abuse

In a scathing 17-page filing in April 2006, Denise claimed that Charlie was prone to violent mood swings and abused prescription medication. She also accused him of being addicted to gambling and pornography.

The filing claimed that Charlie hit Denise on December 27, 2005, just days after Christmas. She was allegedly holding their infant, Lola. She claimed that she’d confronted Charlie about the pornography, which led to the violent outburst. A judge initially ordered that Charlie maintain a distance of 300 feet from Denise and their two daughters.

Charlie’s filed response stated that Denise’s claims were baseless. “I’m not going to lower myself to become a mudslinger and enter that cesspool of accusation, because that’s not who I am,” he responded. “Obviously, what has taken place is vile, is unconscionable, is without merit, is a transparent and immature smear campaign.”

Denise would later confess during Real Housewives of Beverly Hills that she went through very hard times in the early divorce stages. “When I got pregnant with Lola, things started to change rapidly. It was a very dark time and very toxic,” she said. She added that she went to great lengths to hide Charlie’s behavior from their daughters, and that he was sober when they first got together.

2007: Charlie Claims Denise Wants His Sperm?

In August 2007, Charlie told Entertainment Tonight that Denise sent his then-fiancée, Brooke Mueller, an email implying that she wanted him to be a sperm donor. His representative shared the alleged email with ABC News. Charlie assured ABC that he’d never be a sperm donor to his ex.

A few weeks later, on September 19, Denise asked the courts for a protection order keeping Charlie away from their daughters. She cited “an attraction to underage women” and her knowledge of his pornography habits.

2008: Charlie Is Upset Over Things, Denise Says She Doesn’t Want His Sperm

In January 2008, Charlie tries to get the courts to put a stop to Denise including their daughters in her E! reality show. According to ABC News, it didn’t work.

In February 2008, Charlie told People that everyone should boycott Denise’s show.

On May 19 2008, Denise told Larry King that she didn’t want Charlie’s sperm.

“I have nothing against Charlie’s sperm. I have two wonderful children, but I don’t want anymore of it. He said that I wanted his sperm as a donor for a third child. I can get it elsewhere.”

Per ABC News, two days later, Charlie released the April 2007 email, which allegedly said:

“Dear Brooke, I don’t want to have a baby with Charlie. I am having a baby in the next year. By myself … my girlfriend suggested Charlie be the donor. So, I did bring this up to him. There are so many couples having unhealthy children. Charlie and I have very beautiful healthy children together. I was strictly looking for a sperm donor if it’s any of your business. If it were him, I said we would sign a document that he couldn’t come after me and I couldn’t come after him. … This wasn’t to have sex with him, it was him donating. … That’s it. I didn’t want him to tell you at this time because it was something very personal that I’m doing myself.”

Email Released by Charlie Sheen’s Rep to ABC News

Charlie said that Denise was trying to paint him as a liar and encouraged her to sue him (presumably for defamation).

On May 23, 2008, Denise told The New York Post (per ABC News):

“I don’t want Charlie’s prostitute-tyranny infested sperm. I have two beautiful kids. We’ll leave it at that.”

2011: Charlie Calls Denise a “Traitor” and a “Whore”

On March 28, 2011, Charlie tweeted, “We must bombard with Warlock Napalm, that traitor and loser whore #DUH-neese POOR-ards. a vile kidnapper and now dog thief. hate. SBW c” (It’s unclear what those last letters meant).

2012: Denise Says She and Charlie Are “Like Brother and Sister”

In January 2012, Denise told Access Hollywood that, despite the fact that Charlie had accompanied her and their daughters on a vacation to Mexico, they were not together. Per HuffPost, she said, “We’ve actually become like brother and sister, we really have. Nothing more than that.” She added, “We’ve become very, very good friends.”

2013: Charlie Is Still Mudslinging, After Claiming He Wouldn’t Do That

Just before Christmas of 2013, TMZ reported that Charlie Sheen accused his ex of keeping him away from their children.

Charlie allegedly sent a series of texts, saying:

“lemme see if I got this straight; you won’t even spring the girls for 30 mins, from the 10 mil house I gave you, (100 yds away) to come down and open the gifts their dad bought them before they leave??

“I hope your stocking is bronze-age coal stuffed along with an assortment of 8×10’s of yours so you can see how despicable and heartlessly ugly you and your fermented soul continue to be.”

He also accused Denise of asking to borrow his private jet for a vacation that he wasn’t invited on. He said, “This is the worst Xmas I’ve ever had.”

Denise responded by tweet, after a follower cited the TMZ story.

“@CharlieSheen U done ranting? Keep it classy dude,” she shared. “Our kids don’t need to be privy to this, U are welcome 2 spend xmas w/ us Hope u still come.”

2015: Charlie Continues His Very Public Mudslinging

There is a big no-no that parents need to steer clear from while co-parenting, whether together or separately. It’s called “parental alienation,” and it’s when one parent badmouths or maliciously undermines the other parent in front of their children.

During Father’s Day of 2015, Charlie posted a series of extraordinarily accusatory tweets about his ex-wife. According to a memorialized tweet, Charlie wrote, “Brooke M is a sexy [rock] star whom I adore; D Richards a heretic washed-up piglet Shame pile. Happy Father’s Day!!!”

The Hollywood Reporter notes that later that day, Charlie’s twitter rant continued. He referred to Denise as “a shakedown piece of shit [douche face] & worst mom alive!”

“I have paid that Klay-Vinnik leaky diaper over 30 Mil and she calls me a [deadbeat dad]!” Charlie tweeted. “See u in court you evil terrorist sack of landfill [trash]. bitch couldn’t act hot in a fire or wet in a pool.”

For clarification, Brooke M is probably referring to Brooke Mueller, Charlie Sheen’s third wife. The two married in 2008 and divorced in March of 2011. They have two sons together. Denise had temporary custody of them for a bit while Brooke was checked into rehab in 2019.

2015: Denise Responds With Nothing But Sugar

According to E! News, Denise tweeted the sweetest of Father’s Day messages back to her ex.

“Happy Dad’s Day! @CharlieSheen have a great trip in Mexico!” she responded. “Kids were disappointed u weren’t here for it—Hey we’ll celebrate when u r back!”

2016: Denise Sues Charlie for Evicting Her and Their Kids

For some reason, Denise and her children moved into a house next to Charlie in Beverly Hills, and it one that he owned. Per People, Denise’s filing claimed that Charlie asked them to move in and promised not to evict them. She also claimed that as soon as they moved in, his behavior towards her and their daughters became increasingly erratic.

The $1.2 million lawsuit claimed that Charlie wasn’t paying all of the agreed-upon child support. It also alleged that Denise overheard a conversation in which Charlie made death threats to Lola and her. “I’m going to kill you and I’m going to kill your mom,” he allegedly told their second born.

2018: Charlie Wishes Denise “Happiness” On Her Wedding to Aaron Phypers

Denise remarried in September 2018, to hubby Aaron Phypers (and, by the way, their marriage seems drama-free). Charlie was invited but didn’t attend. His rep said that he “wishes them both nothing but happiness!”

2019: The Drama Continues!

In early September of 2019, Denise filed paperwork claiming that Charlie owed $450,00 in child support, according to People.

In the documents, Denise stated that Charlie “squandered over $24,000,000 from the sale in his interest in Two and a Half Men to pay his personal debts and to support his extravagant lifestyle at the expense of support payments for his children. During the time frame since our last stipulation/order in 2016 he has failed to pay $450,000 in support while diverting over $600,000 in assets to adult family members and converting thousands of dollars into cash for his own personal use.”

Charlie told The Blast that Denise was acting like a “coward” and that her claims were “fiction.”

2020: Denise Explains Her Mother Theresa-Esque Composure

While in the confessional on Real Housewives, Denise said that she doesn’t engage in the mudslinging because she doesn’t want her daughters to be affected by the negativity.

“There’s a lot that the kids don’t know about their dad and I want to keep it that way,” she said. “Even though he’s Charlie Sheen, that is still to them their dad. I never talk badly about him and I want him to be part of their lives because I met a lot of the women that Charlie entertained and a lot of them had father-daughter issues. And I do not want that to be our girls.”

She also told US Weekly that their current communication is “great.”

“Communication’s great with him,” she said. “Aaron and I actually saw him the other day.”

2022: Charlie’s Upset About Sami

As we mentioned at the very beginning of this article, Charlie Sheen isn’t happy about daughter Sami joining OnlyFans. He said it was a decision that wouldn’t have occurred under his roof. Denise clapped back and said it was Sami’s decision because she’s an adult. So far, that drama seems to have (mostly?) subsided.

Hopefully there is nothing to be continued, but we’ve seen how that goes…

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