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Teen Sex (Capri Anderson & Shyla Jennings) mov-11
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By Daily Mail Reporter Updated: 08:31 BST, 28 March 2011
The soap opera that has become Charlie Sheen's life is - depending on your point of view - wildly entertaining or jaw-droppingly depressing.
For the adult film stars caught up in his various debauched dramas, however, it's been very lucrative.
Capri Anderson and Melanie Rios are two such girls, and have turned their traumas at the hands of the hedonistic father-of-five into gold.
Best friends: Charlie Sheen girls Capri Anderson (left) and Melanie Rios (right) party together at the Hard Rock Hotel in Florida on Saturday night
The canny twosome are using their infamy to line up well-paid personal appearances.
They also seem to have developed a friendship, forged no doubt, via the baptism of tiger blood
Their latest outing was at the Hard Rock Hotel in Hollywood Florida, where they hosted a party at the Gryphon nightclub in the hotel's Seminole Paradise village.
Opportunity: Sheen girls are using the notoriety of being linked to Sheen to get lucrative personal appearance jobs
The girls, who appeared together with Kacey Jordan in Howard Stern's 'Charlie Sheen Porn Star Pageant' on March 3, shared a hotel room in the complex, and were keen to enjoy each other's company after commitments had been fulfilled.
You can only guess at what kind of slumber talk passed between this pair, although it's hard to imagine they have any secrets left.
During Stern's broadcast, Anderson, Rios and Jordan, who turns 23 tomorrow, spared no-one - including themselves - when it came to details.
Bosom buddies: The girls revealed intimate details during Howard Stern's 'Charlie Sheen Beauty Pageant'
Rios, who arrived in the US as a 12-year-old, talked explicitly about her sex life with the older women and Stern,57.
Then the trio battled it out to win $10,000.
The spoils went to Jordan, although Anderson bagged a TV and Rios walked away with the consolation of a digital camera.
But they're making up for it now by cashing in with their promotions, and few could they blame them.
Charlie's Angels: Melanie (left) and Capri (right) shared a hotel room after hosting a party in Hollywood, Florida on Saturday night
Anderson and Columbian-born Rios have both suffered at the hands of the TV behemoth.
Capri, 22, was present on the night of October 26 last year when Sheen, 45, trashed his room at the legendary New York Plaza Hotel, and according to various reports was either locked in a cupboard or had to hide in the bathroom while he rampaged.
Her property was damaged and Sheen was keen to offer compensation - in the sum of $20,000 to silence her.
Rios got off lightly in comparison, she was at Sheen's Beverly Hills mansion for the legendary drugs binge that landed him in hospital on January 27.
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Due to his lifestyle, he hasn't aged gracefully. And yet, Sheen has managed to pull some of the most beautiful women in the world.
How does he do it!? Seriously, Charlie Sheen has been said to have had almost every major problem known to man. Not to mention, he's been negatively portrayed in the press as often as Kim Kardashian and Kylie Jenner. Also, due to his lifestyle, he hasn't aged gracefully. And yet, Sheen has managed to pull some of the most beautiful women in the world. Sure, he was a big movie star and on one of the most successful series of all time, but this is just ridiculous. Over the years, he's been linked to a number of famous actors and some actors who... well... probably shouldn't be seen by your children. Although this list barely scratches the surface, we've collected some pretty jaw-dropping stuff. Without further ado, here are 20 photos of Charlie Sheen and his too-gorgeous-for-him girlfriends.
Things started off really well with Scottine Ross. She and Charlie even got engaged in February of 2014. But according to The Daily Mail, they broke up mere weeks before the wedding. Ross also won a $5 million lawsuit against Sheen due to some claims she made about how absolutely awful he was to her. If we're to believe her, Sheen's actions prove themselves to be unforgivable.
Without question, Denise Richards was Charlie's biggest babe. Seriously, she was (and still is) one of the most beautiful women in the world. But the two of them had a tumultuous relationship, according to People. Although they got married and had two daughters together, the end result of their bond was a restraining order and some serious lawsuits.
We're not sure if 28-year-old Julia Stambler is still with the 52-year-old Sheen, but she did choose to be with him right after some of his most controversial scandals broke. Specifically to do with his health. But, according to The Daily Mail, Stambler was very affectionate with Sheen all of the times they ventured out into public together.
Bree Olson and Natalie Kenly are two actors you wouldn't want your younger kids seeing, but Charlie Sheen was thrilled and delighted when he managed to date both of them at the same time in 2011. According to The Daily Mail and an interview on The Howard Stern Show , neither Kenly nor Olson knew about the fact that Sheen was sick when he was with them. An act that Olson deemed, "Unforgivable" .
Yep, even Winona Ryder got with Charlie Sheen. Only, it was years before her role in Stranger Things . In fact, according to Looper, it was back when both of them were really young and new to the movie scene. The pair dated in the late 1980s after starring together in a movie called Lucas . Soon afterward, Ryder made it big thanks to Heathers . Their relationship didn't last long.
According to the Daily Mail, actor Capri Anderson was locked inside of a hotel bathroom when Sheen was throwing a tantrum in front of her. Ever since then, she has been angry at herself for getting anywhere near such a troubled man. Still, she chose to be with Sheen even though he had a certain reputation well before their brief relationship began.
Real estate agent Brooke Mueller was almost Sheen's next Denise Richards. The pair got married in 2008 and welcomed twin sons a year later, according to The Daily News. But in 2009, Sheen was arrested after getting to a very intense fight with Mueller. A temporary restraining order was asked for by Mueller but wasn't granted. They tried to make things work until ultimately divorcing.
Here's a snuggly pic of Charlie Sheen with the much younger actor, Georgia Jones on New Year's Eve 2013. According to The Daily Mail, the actor was with the much, much, much younger woman for a while after his relationship with Bree Olsen and Natalie Kenly. For a brief time, Jones became one of Sheen's "goddesses", which is what he called the women in his life.
Between 1990 and 1996, Charlie Sheen dated actor Ginger Lynn off an on, according to Looper. However, they ultimately split up after she claimed that his partying was just out of control. This makes sense as it was during a time when Sheen really started to ruin his career as well as his reputation. Although, he was still hired to be on Two and a Half Men .
According to Looper, Charlie Sheen's first marriage was to former model Donna Peele in 1995. Obviously, Sheen had a better reputation pre-1995, although he still got into a lot of awful shenanigans. These shenanigans added to the reasons why the pair filed for divorce less than a year into the marriage which is pretty quick, even by Hollywood standards.
According to Unilad, Charlie Sheen's girlfriend from Britain, Jess Impiazzi, broke her silence about their relationship in 2016. She was being bombarded by critics trolling a pic she took with Sheen. She went out on a limb to defend Sheen and the brief relationship she had with him. We wonder what she'd think about him nowadays.
Here's a pic from 2016 of the then 51-year-old Sheen with his 26-year-old girlfriend, Julia Stambler. According to The Daily Mail, the pair stepped out amid the height of his health issues. The pair hilariously wore false mustaches to unsuccessfully hide from the press who were following them to their spa retreat in Santa Barbara.
According to Us Magazine, Denise Richards is very happy with the way her two daughters with Sheen; Sam and Lola have grown up, as well as her adopted daughter, Eloise. But there's no doubt that she wishes Sheen had his stuff together so that he could have remained with her to raise their kids under the same roof.
We can't help but be in awe at Charlie Sheen and Denise Richards in this pic. Both of them look genuinely happy. And it probably has more to do with the fact that they were in love than it does winning a Golden Globe. But this love wasn't meant to last. Unfortunately, this photo was taken not long before the pair hit an unfixable rough patch.
Actor Bree Olson probably wasn't a Toronto Maple Leafs' fan when she was dating Charlie Sheen, but things were going well for her so it's likely that she just went for it.
Unfortunately for her, things went sour and then, years later, she found out that he was lying to her the entire time. Her interview on The Howard Stern Show shed a lot of light on her relationship with Sheen.
According to People, Charlie Sheen met former model and actor Kelly Preston in 1987. As we can see here, the two look like a pretty hot couple. They managed to stay together until 1990. But after a careless accident, Preston had more than enough of Sheen. A few years after Sheen, Preston met John Travolta, married him, and built an actual life away from Sheen.
We're not too sure about Sheen's facial hair here, but we are sure that he dated actor Cathy St. George from 1988 until 1989. Although it was on and off thanks to his relationship with Kelly Preston. According to Looper, Sheen's time with her ended up being short as they didn't quite click. But they did attend various events together like the one pictured.
Back when Kelly Preston was with Charlie Sheen, she had no problem strolling down The Hollywood Walk Of Fame with him. According to The Daily Mail, Preston had already had numerous relationships with other famous Hollywood men such as George Clooney, Kevin Gage, and the late Luke Perry. Soon after her engagement to Sheen broke-off, she met and married John Travolta. Yeah, the girl likes her famous men.
Actor Charlotte Lewis absolutely idolized Charlie Sheen back in the mid-1980s. She was fresh off Roman Polanski's Pirates when she met Sheen, according to Us Magazine. Although she was only 19, the pair got together and were together for two years. After that, she told a magazine that she had been warned about Sheen but didn't believe it because he was so "sweet and sensitive and very anxious to please" .
Maybe we're reaching here, maybe not. Kiwi Report claims that Charlie Sheen has gotten together with Lindsay Lohan in the past. This would make sense given the two admitting to sleeping over at each other's house and "tucking each other in" . They've partied together on numerous occasions, worked together, and even helped each other out financially. Regardless, Lohan is way too hot for him.
Sources: CheatSheet, Daily Mail, Ranker, People, The Howard Stern Show, Kiwi Report, Us Magazine
Dylan Parker is a list and content writer and editor working for Valnet Inc. since 2017. He's written for TheTalko, Baby Gaga, Moms, and Screen Rant. Currently, he is both a writer and an editor at TheThings where he specializes in entertainment, film, and celebrity news. Dylan has also written for Narcity and various other entertainment, food, and travel publications.
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