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Olivia de Havilland Dated Famous Hollywood Actors — inside Her Relationship History

Edduin Carvajal
Jul 28, 2020
08:20 A.M.

Late actress Olivia de Havilland, best known as Melanie Hamilton in "Gone with the Wind," was romantically involved with some famous Hollywood actors, including James Stewart.


De Havilland was born in July 1916 in Tokyo, Japan. When her parents divorced, she moved with her mother and sister, Joan, to California, where she spent much of her youth.

[Working next to James Stewart] would make her feel uncomfortable.

Olivia de Havilland promoting "Gone With The Wind" circa 1939 | Photo: Getty Images

Olivia de Havilland promoting "Gone With The Wind" circa 1939 | Photo: Getty Images



She was involved in the entertainment industry since the early-30s. Her big break came in 1933 when she portrayed Hermia in "A Midsummer Night's Dream," a theater production held at the Hollywood Bowl.

From that point on, her career skyrocketed. She landed a seven-year contract with Warner Brothers and started working with Hollywood star Errol Flynn.

Olivia de Havilland circa 1944 | Photo: Getty Images

Olivia de Havilland circa 1944 | Photo: Getty Images


In total, Flynn and de Havilland starred in eight movies together – including "Captain Blood" and "The Private Lives of Elizabeth and Essex" – which was probably one of the reasons why they fell in love with each other.

However, their love was never consummated, they claimed, mainly because Flynn was married to Lili Damita, an actress five years older than him. One thing is undeniable, though, their on-screen chemistry was splendid.

Errol Flynn circa 1935 | Photo: Getty Images

Errol Flynn circa 1935 | Photo: Getty Images


During a 2009 interview, Olivia de Havilland confessed that they were "very attracted to each other," and that the fact that they were in love was evident in the projects they worked together. She added:

"His circumstances at the time prevented the relationship going further. I have not talked about it a great deal, but the relationship was not consummated."

Olivia de Havilland in Versailles, France on November 28, 2005 | Photo: Getty Images

Olivia de Havilland in Versailles, France on November 28, 2005 | Photo: Getty Images



Eventually, de Havilland met and dated Howard Hughes, a billionaire aviator, businessman, and filmmaker best known for flying around the world in 91 hours.

According to the actress, Hughes was an honest and fair man, but also quite shy. She never stopped admiring and liking him, and even pointed out that he was a real hero.

Olivia De Havilland and her children Benjamin and Gisele at London Airport on April 15, 1964 | Photo: Getty Images

Olivia De Havilland and her children Benjamin and Gisele at London Airport on April 15, 1964 | Photo: Getty Images


Another Hollywood actor who was romantically involved with Olivia de Havilland was "Mr. Smith Goes to Washington" star James Stewart. They dated for several months in what de Havilland described as a "high school pre-war romance."

Their relationship made headlines as everybody thought that they would elope. However, they parted ways just before Stewart enlisted in the Army in 1941.


Five years later, when Stewart returned to the entertainment industry, he landed the part of George Bailey in "It's a Wonderful Life."

De Havilland was offered the part of Mary Bailey, Stewart's on-screen wife, but she didn't accept it. According to the late actress, it would make her feel uncomfortable. Donna Reed ultimately took the role.



After those high-profile relationships, de Havilland ended up marrying Marcus Goodrich in 1946. Olivia de Havilland's husband was a novelist and screenwriter best known for the 1941 novel "Delilah."

Together, they had a son, Benjamin. The former couple got divorced in 1953. Speaking of Benjamin, he was diagnosed with Hodgkin's Lymphoma when he was only 19 years old and passed away from a heart attack in 1991.


Also in 1953, she met French magazine editor Pierre Galante. Two years later, they tied the knot in Cannes, France. Their daughter, Gisele, was born in July 1956.

Galante and de Havilland got divorced in 1979, but fortunately for their family, they remained friends until 1998, when he passed away.



Unfortunately, on July 26, 2020, Olivia de Havilland passed away, confirmed her publicist Lisa Goldberg. De Havilland, one of the last surviving stars of Hollywood's Golden Age, died peacefully at her home in Paris. She was 104 years old.

She is survived by her daughter, Gisele. Her sister, Joan Fontaine, passed away in 2013 at 96. Shortly after the news of her death hit the internet, celebrities like Antonio Banderas and Jared Leto took to Twitter to share their condolences.

Banderas labeled the late actress as a "great icon of cinematography. Leto, on the other hand, admitted that Olivia de Havilland impacted his life and that he had the pleasure to spend some time with her in Paris. Rest in peace, legend.

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