Charlie Sheen’s relationship with his ex-fiancée Brett Rossi was controversial from the start. It all fell apart in one year, and she sued him following his HIV revelation.
Born in May 1989, Brett Rossi grew up with her mother and grandmother in Southern California. After turning 14, a Forever 21 and Gottschalks' runway show director scouted her, and her modeling career began.
When Rossi was 18 years old, agencies considered she was too short for a runway model. After working as a glamour model, she began posing for men’s magazines and working at the Playboy Mansion as a painted model.
Charlie Sheen and fiancée Brett Rossi on June 26, 2014 in Toronto, Canada | Photo: Getty Images
BRETT ROSSI MEETING CHARLIE SHEEN
December 2011 was a big year for Rossi as she appeared on “The Howard Stern Show” as Miss Howard TV of December and was named Playboy’s Cyber Girl of the Month.
She also appeared in many adult films before 2013, when she momentarily retired from the industry. It was also in 2013 that her relationship with actor Charlie Sheen attracted a lot of attention.
At the beginning of their romance, Sheen said he’d been on a “lifelong journey” searching for the better and missing half of his “heart” and “brain.” That’s what he found in Rossi.
In 2014, Sheen took Rossi to Hawaii for a Valentine’s Day getaway and surprised her with a proposal. She described him as a gentleman who even got down on one knee to pop the question just after watching the sunrise.
ENGAGEMENT AND SPLIT
The former model, who described Sheen as her best friend and soulmate, admitted it was the happiest moment of their lives, so it is fair to say she was excited about their wedding.
It is important to point out that she was still legally married to Jonathan Ross at the time of the proposal, and Sheen knew about it because they had “no secrets between them.”
[She] sued the actor for assault and battery, negligence, false imprisonment, and emotional distress.
Ross filed for divorce in July 2013, and Rossi submitted a response in late January 2014 with Mark Gross (Sheen's family attorney) serving as her lawyer.
Later that October, just weeks before Brett Rossi and Charlie Sheen planned to marry, he called off the engagement. He explained they had a “great year” together and crossed many things off their bucket lists.
After describing her as a “terrific” girl, Sheen said they mutually decided to separate and not spend the rest of their lives together. The “Two and a Half Men” star added:
“I’ve decided that my children deserve my focus more than a relationship does right now. I still have a tremendous fondness for Scotty.”
DRAMA FOLLOWING THEIR BREAKUP
In December 2015, about a month after Sheen went public with his HIV diagnosis, Brett Rossi sued the actor for assault and battery, negligence, false imprisonment, and emotional distress.
Rossi claimed Sheen hid his diagnosis during their time together as she only found out after discovering his medication. She also accused him of being violent during his drinking and drug binges.
Charlie Sheen’s ex-girlfriend said he physically harmed, threatened to kill, and forced her to abort a child because he didn’t want them to have his HIV-positive blood.
She added the actor was supposed to resolve their failed engagement by paying her $1 million and 5% of his back-end participation points from “Anger Management.”
However, he refused to pay the settlement after revealing his diagnosis, and Rossi’s lawsuit was dismissed in November 2018. That was not the only legal problem they were involved in, though.
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