Many celebrities have fallen in love with each other. But often, the passion dies, and feelings are hurt. Cheating scandals, custody battles, and more often mar the relationship, turning what was once a thing of beauty into a bitter mess. Here are some of the messiest relationships in Hollywood history.
Elizabeth Taylor and Richard Burton
Elizabeth Taylor and Richard Burton’s relationship was one of Hollywood’s most tumultuous and publicized love stories. Their romance began on the set of the film Cleopatra in 1962, despite both being married to other people at the time. Their intense love affair, marked by lavish gifts, extravagant lifestyles, and glamorous appearances, captivated the world. However, their relationship was plagued by constant fights, infidelity, and excessive drinking, eventually leading to two divorces and several reconciliation attempts. Readers comment below on the relationship:
“They were so messy that the Vatican publicly denounced them for ‘erotic vagrancy’.
“I cant think of a Hollywood couple that comes close to their years of mess, marrying, divorcing, marrying again, divorcing again, and breaking up their own previous marriages to be together.”
Sophia Bush and Chad Michael Murray
Sophia Bush and Chad Michael Murray’s relationship was a whirlwind romance that played out both on and off-screen. The two actors, who starred as love interests in the hit TV series “One Tree Hill,” became a real-life couple and captured the hearts of fans worldwide. They announced their engagement in 2004 and got married the following year. Unfortunately, the marriage was short-lived, and they filed for divorce just five months later. Rumors that he had an affair with Paris Hilton while filming “House of Wax” circulated, making their split highly publicized and messy. Unfortunately the couple were forced to continue to act as a loving couple for the show.
“They got married, he cheated, she filed for divorce. Then the show runner of “OTH” had the characters back in a relationship. So they had to be intimate together on screen.”
“At least Chad Michael Murray was basically cancelled after breaking Sofia’s heart.”
Johnny Depp and Amber Heard
Amber Heard and Johnny Depp’s relationship was marred by controversy and legal battles, making it one of the messiest and most publicized in recent years. The couple met on the “The Rum Diary” set in 2011 and married in 2015. However, their relationship quickly unraveled, with accusations of domestic abuse and volatile behavior on both sides. The messy divorce proceedings included allegations, lawsuits, and leaked recordings, turning their personal drama into a high-profile public spectacle that garnered widespread media attention and divided public opinion.
Selena Gomez and Justin Bieber
Selena Gomez and Justin Bieber’s relationship can be described as a rollercoaster of emotions, filled with ups and downs. The on-again, off-again couple first started dating in 2010 and quickly became one of the most talked-about celebrity couples of their generation. However, their relationship was far from smooth sailing. One reader commented “Their back and forth relationship was exhausting.” They went through numerous breakups and makeups, with Bieber finalizing that split in March 2022 but hooking up with Hailey Baldwin and marrying her merely months later.
Billy Crudup and Mary Louis Parker
Billy Crudup and Mary-Louise Parker’s relationship was marked by controversy and heartache. The actors met in the late 1990s and began dating while working together on the Broadway play “Bus Stop.” However, their relationship took a messy turn when Crudup left Parker while she was seven months pregnant with their child to pursue a relationship with actress Claire Danes. The public fallout and media scrutiny surrounding their split made their personal lives a topic of intense discussion and criticism.
Natalie Wood and Robert Wagner
Natalie Wood and Robert Wagner’s relationship was marked by both love and turbulence. The actors first married in 1957 and divorced in 1962, only to remarry in 1972. However, their relationship took a tragic turn when Natalie Wood drowned in a boating accident in 1981. The circumstances surrounding her death raised questions and led to speculation about the events that occurred that fateful night.
“She married him twice and he was there when she “accidentally went overboard” one night and died of drowning and other undetermined causes in 1981. They were big big stars and this was a huge story at the time.”
Mia Farrow and Woody Allen
Mia Farrow and Woody Allen’s relationship is often described as one of the messiest and most controversial in Hollywood. The couple began dating in the late 1970s and worked on several films together. However, their relationship took a dark turn when allegations of sexual abuse surfaced involving Allen and Farrow’s adopted daughter, Dylan Farrow. Farrow’s adopted daughter Soon-Yi Previn also began a secret relationship with Allen. He eventually left Farrow and married Previn.
“Yes – this would have to be the ultimate for me, just so disturbed. Remember Ronan’s tweet? ‘Happy Father’s/Brother in Law’s Day.’ That just said it all.”
Bobby Brown and Whitney Houston
Bobby Brown and Whitney Houston had a complex and often turbulent relationship. The music power couple, known for their immense talent and success, got married in 1992. Their relationship was plagued by substance abuse issues, and both individuals struggled with addiction. The ups and downs of their personal lives played out in the media, with publicized incidents and confrontations. Despite their difficulties, Brown and Houston shared moments of love and support, but their messy relationship ultimately ended in divorce in 2007.
“Every time I hear ‘It’s not right, but it’s okay’ I just know she was pissed at him.”
Jason Sudeikis and Olivia Wilde
The demise of Jason Sudeikis and Olivia Wilde’s relationship was under the spotlight as she left him for a much younger heartthrob, Harry styles, who she was directing in her recent film. Apparently Sudeikis found out about the relationship when she made her ‘famous’ salad dressing for Styles. Sudeikis also served Wilde with custody papers while on stage at CinemaCon presenting her movie “Don’t Worry Darling.” Needless to say, the break up has been a mess and the world is watching.
“And all that mess happened because of the most generic salad dressing”
Brad Pitt and Angelina Jolie
Rumors spread quickly about the events that occurred on the flight the entire Jolie-Pitt clan was on before the break up.
“Didn’t Brad Pitt choke his own children on a plan flight or something?” a reader questioned. Another reader answered “Yes he did. Also drunkenly stole one of the mobile airplane stair vehicles, Im pretty sure.”
Brad Pitt famously left his wife Jennifer Aniston for Angelina Jolie while filming a movie together. A reader commented “Never had the media celebrated flagrant adultery so much. A married man comporting himself the way he was.”
Jolie and Pitt remained together for years while raising six children. However, the union wasn’t meant to be. Other than Pitt admitting to a drinking problem, few other details were released. The FBI and Los Angeles Department of Children and Family Services confirmed they were investigating Pitt for alleged child abuse following the incident on their private plane. He was cleared of all charges. Since then the couple has been locked in a custody battle and Jolie made PItt’s blood boil by selling her stake in a French vineyard they purchased together without his knowledge. Pitt has filed a law suit against Jolie for selling without his consent.
Pam Anderson and Tommy Lee
Pamela Anderson and Tommy Lee’s relationship was one of the most scandalous and messy in the entertainment industry. The actress and rockstar couple had a whirlwind romance that led to a spontaneous marriage after only knowing each other for a few days. However, their relationship quickly became plagued by tumultuous events, including highly publicized domestic violence incidents and numerous breakups and reconciliations. The messy aspects of their relationship were further amplified by leaked sex tapes that gained widespread media attention.
“After watching her documentary, I felt so sad for her and her saying she would always love him and no one else”
“One of the messiest to me would be Pam and Tommy. They were iconic and absolutely a disaster.”
Jude Law and Sadie Frost
Jude Law and Sadie Frost’s relationship was certainly a tumultuous one, filled with both love and drama. The couple, who married in 1997, seemed to have a strong bond and shared three children together. However, their relationship faced significant challenges, including reported infidelity and publicized arguments. Frost suffered from post-partum depression and suspected Law would leave her eventually. The couple were also rumored to be swingers, perhaps to try to keep Law happy. He eventually divorced Frost and moved on with Sienna Miller. Unfortunately during their courtship he cheated on Miller with his children’s nanny.
“Affairs , Sleeping with friends husbands /Wives , Wife swapping ,Drugs , Nannies. Awful really when they also had kids together.”
“Plus being stalked and phone-hacked by the tabloids just to add to the chaos.”
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