Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (2025)

The year 2025 marks a major milestone for Michael Douglas and Catherine Zeta-Jones, who will celebrate 25 years of marital bliss this November.

The couple's romance began swiftly in early 1999, resulting in them tying the knot just over a year later, three months after welcoming their son Dylan. In 2003, they welcomed a daughter, Carys.

You may also like

However, this wasn't Michael's first time down the aisle. The Oscar winning actor, now 80, was previously married to Diandra Luker, a wedding that took place not long after ending his former highly-publicized relationship.

Here's what you need to know about the actor and producer's first well-known partner who still "adores" him and their relationship…

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (2)© Getty Images

Who is Michael's famous ex?

After starring together in the 1971 movie Summertree, Michael began dating his co-star Brenda Vaccaro, not long after her divorce from Martin Fried the year prior. The pair were together from some time between 1971-72 to late 1976.

The American star, now 85, began her career on the stage, making her Broadway debut in 1961. Her career on the stage continued to skyrocket in the '60s, earning three Tony nominations in that decade alone.

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (3)© Getty Images

Meet Brenda Vaccaro

She achieved recognition on screen with her 1969 film debuts, Where It's At and Midnight Cowboy, both of which earned her Golden Globe nominations. In 1976 she earned a Golden Globe win and an Oscar nomination for Best Supporting Actress for her turn in Once Is Not Enough. Brenda also has four Primetime Emmy nominations (and one win).

Her other notable film credits include Capricorn One (1977), Heart of Midnight (1988), Love Affair (1994), The Mirror Has Two Faces (1996), Once Upon a Time in Hollywood (2019), and Nonnas (2025).

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (4)© Getty Images

Michael's relationship with Brenda

Michael and Brenda were a powerhouse couple of the '70s, bolstered by their increasing profiles in Hollywood during that decade (Michael earned his first Oscar in 1976 as the producer of Best Picture winner One Flew Over the Cuckoo's Nest).

The couple lived together during the later part of their relationship, and while reports suggested they had an unofficial wedding ceremony, it was never confirmed (she did call it a "hippie wedding" in an interview with Closer Weekly).

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (5)© Getty Images

Michael & Brenda

In an essay for The Hollywood Reporter in 2020, Brenda spoke fondly of her ex's father Kirk Douglas after his passing, shedding light on her relationship with the Wall Street star. "He treated me like a daughter-in-law," she wrote.

"He couldn't get Michael and me married — Michael was a hippie, and it was not cool to get married in those days. But he would come up to me and say, 'Tell me you're trying, just tell me you're trying.' He wanted us to have a baby."

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (6)© Getty

Their split and Michael's wedding

The couple's seven year relationship came to an end when Brenda fell in love with actor Don Stroud, admitting to Closer that it was a move she'd come to "regret."

"I regret all of it," she shared. "Everything was different back then. There were a lot of drugs. We hung out with Anjelica Huston and Jack Nicholson, and it was a crazy time."

In late 1976, Michael met Diandra, the daughter of an Austrian diplomat. They tied the knot in March 1977 after a whirlwind romance. They had one son together, Cameron Douglas, before divorcing in 1995.

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (7)© Getty Images

Brenda's life since

In 1977, not long after the break-up, Brenda tied the knot with William Bishop. The union was short-lived, however, as they divorced the next year. She then married Charles Cannizzaro in 1981, which ended in divorce once again the year after.

She found her happily ever after, however, with Guy Hector in 1986. The pair remain together to this day and keep their relationship private, save for attending events together on the regular. She continues to actively work as well.

Michael Douglas' ex who broke up with him months before his first marriage — meet his Oscar-nominated girlfriend | HELLO! (2025)

References

Top Articles
Latest Posts
Recommended Articles
Article information

Author: Zonia Mosciski DO

Last Updated:

Views: 6221

Rating: 4 / 5 (71 voted)

Reviews: 94% of readers found this page helpful

Author information

Name: Zonia Mosciski DO

Birthday: 1996-05-16

Address: Suite 228 919 Deana Ford, Lake Meridithberg, NE 60017-4257

Phone: +2613987384138

Job: Chief Retail Officer

Hobby: Tai chi, Dowsing, Poi, Letterboxing, Watching movies, Video gaming, Singing

Introduction: My name is Zonia Mosciski DO, I am a enchanting, joyous, lovely, successful, hilarious, tender, outstanding person who loves writing and wants to share my knowledge and understanding with you.