Sean Connery: Whirlwind Romances of the Original James Bond

Sean Connery is no more, but he will always be remembered, especially for his role as James Bond. His movies brought him enormous fame and turned him into a Hollywood legend. But, while we know a lot about Sean Connery’s years in the movie industry, what about his love life? 

Image Credits: Popperfoto via Getty Images / England, 1963, Actor Sean Connery is pictured in the role of James Bond in the film "Dr No"

What did Sir Sean Connery’s widow share about his last years? Why did his ex-spouse's revelations about their life together cause a wave of scrutiny in the media? And how did the actor’s second marriage survive his affair with another woman? Let’s find out!

Image Credits: Getty Images / Tom Maelsa | Sir Sean Connery and wife Micheline Roquebrune attend the "European Film Awards 2005" at Arena on December 3, 2005 in Berlin, Germany


On the 31st of October, the sad news broke that the first James Bond actor had passed away. Connery died peacefully in his sleep at his home in Nassau, the Bahamas. The Hollywood legend was 90 years old. Micheline Roquebrune, his wife of 45 years, and his son, actor Jason Connery survived the actor. 

Image Credits: FilmMagic via Getty Images / Charles Eshelman | Actor Sir Sean Connery and wife Micheline Roquebrune attend the "Dressed To Kilt" charity fashion show benefiting Friends of Scotland at M2 Lounge on March 30, 2009 in New York City

They are facing the reality of having to learn to live without him in their lives. “It is going to be very hard without him, I know that. But it could not last forever and he went peacefully,” Roquebrune stated after the tragedy happened.

Image Credits: Getty Images / Micheline Roquebrune

And the actor’s son, Jason, commented on his father’s demise: “A sad day for all who knew and loved my dad and a sad loss for all people around the world who enjoyed the wonderful gift he had as an actor.”

Image Credits: Getty Images for AFI / Stephen Shugerman | Actor Sir Sean Connery, wife Micheline Roquebrune, and son Jason Connery arrive at AFI's Night At The Movies presented by Target held at ArcLight Cinemas on October 1, 2008 in Hollywood, California

The news was announced on James Bond’s official Twitter account. “He was and shall always be remembered as the original James Bond whose indelible entrance into cinema history began when he announced those unforgettable words, ‘The name’s Bond... James Bond,’” the Bond producers Michael G. Wilson and Barbara Broccoli, said in a statement.

Image Credits: Getty Images / Michael Ochs Archives | Actor Sean Connery poses as James Bond next to his Aston Martin DB5 in a scene from the United Artists release 'Goldfinger' in 1964

Of course, the legendary actor’s demise sparked numerous reactions from his mourning friends and fans. A vast number of celebrities, both those who had worked with him in the past and those who only knew him as a Hollywood legend, paid tribute to the man forever known as 007.

Image Credits: Getty Images / Sean Connery

Speaking about how the iconic actor passed away, Roquebrune shared that it was the exact way he wanted to go – to have his beloved wife beside him and pass away peacefully in his sleep. 

Image Credits: GC Images via Getty Images / Jean Catuffe | Sean Connery attends day twelve of the 2015 US Open at USTA Billie Jean King National Tennis Center on September 11, 2015 in the Flushing neighborhood of the Queens borough of New York City.

But, although Connery and Roquebrune had been married for 45 years, it doesn’t mean that their marriage was always easy. She was neither his first wife nor the only woman in his life. Let’s look back at the romantic history of one of the most gorgeous men in Hollywood!

Image Credits: Getty Images / Georges De Keerle | Sean Connery and his Wife Micheline Roquebrune attend a premiere in London, 1990 circa


Sean Connery got married for the first time in 1962. His wife was Australian actress Diane Cilento, and it was she who gave birth to Connery’s first and only son, Jason, who also became an actor. Sean and Diane were married for eleven years.

Image Credits: Getty Images / Diane Cilento and Sean Connery

They didn’t comment on their separation back then, but Cilento decided to reveal the reason decades later. In 2006, the actress wrote an autobiography and revealed in it that Connery wasn’t too kind to her when they were together.

Image Credits: Getty Images / Diane Cilento with her son

According to her, her then-husband was unable to cope with the burden of fame after playing James Bond. He began resenting her career, wanted her to become a housewife, and became jealous.

Image Credits: Getty Images / Diane Cilento and Sean Connery

Connery strongly denied her words, but controversy about him rose after his old interview with Playboy resurfaced. Back in 1965, he said to the magazine that he didn't think slapping a woman was a big deal. “I don’t think there is anything particularly wrong in hitting a woman, though I don’t recommend you do it the same way that you hit a man,” he commented.

Image Credits: Getty Images / Sean Connery and Diane Cilento

And in an interview with Vanity Fair almost thirty years later, the actor also reportedly stated that some women “are looking for the ultimate confrontation.” As soon as Cilento spoke up, Connery commented that his words in these interviews were taken out of context and misunderstood.

Image Credits: Getty Images / Sean Connery


In between his two marriages, Sean Connery dated numerous other women.  Among them were popular actresses of the time, as well as his co-stars from the James Bond movies. But, despite all the romances, only one woman interested him as a lifelong partner. 

Image Credits: Getty Images / Sean Connery

When Connery met Moroccan-French artist Micheline Roquebrune at a golf tournament dinner, both of them were going through break ups. So their relationship didn’t begin right away, even though both of them immediately felt the connection. Interestingly, Micheline didn’t know at the time that Sean was a famous Hollywood actor. 

Image Credits: PA Images via Getty Images / David Cheskin | Sir Sean Connery and wife Micheline Roquebrune arrive for the Edinburgh Festival opening gala film, Away We Go, at the Fountain Bridge cinema

She noticed him for his “fine physique.” And… we can’t blame her for that! The same night, Micheline had a dream about him. “I was in his arms. And I thought ‘At last, peace,’” the artist recalled. But, despite their fairytale beginning, the initial stages of Sean and Micheline’s relationship were marked by quite a few challenges.

Image Credits: Ron Galella Collection via Getty Images / Ron Galella, Ltd. | Actor Sean Connery and wife Micheline Connery attend Lexus Benefit Celebrity Golf Tournament on December 16, 1998 at La Quinta Resort in La Quinta, California

One of them was the fact that they didn’t speak the same language. Roquebrune was fluent in Spanish and French and barely knew any English. But they overcame that challenge with ease. As Micheline recalled, they used body language to communicate back then. 

Image Credits: Getty Images / Micheline Roquebrune and

Another, more serious difficulty was that they lived in different parts of the world – she lived in North Africa with her three children, and he was in Hollywood. And yet, no obstacles could stop them from being together. Love conquers all, as they say! 

Image Credits: Getty Images / Kypros / Scottish actor Sean Connery with his wife Micheline, his son Jason Connery, circa 1995

Soon enough, Sean and Micheline decided to move in together and purchased a house in the Bahamas, where they lived up until Connery passed away. They got married in 1975 and, revealing that their marriage was still going strong years later, the actor shared: “Micheline is an amazing woman. She is the love of my life.” 

Image Credits: Ron Galella Collection via Getty Images / Ron Galella, Ltd. | Actor Sean Connery and wife Micheline Connery attend Film Society of Lincoln Center Gala Honoring Sean Connery on May 5, 1997 at Avery Fisher Hall in New York City

It’s great to hear that he managed to find his soulmate and that they were so happy together! And yet, it doesn’t mean that their relationship never had any issues. In fact, at least one issue could easily have broken them up. 

Image Credits: Getty Images / Sean Connery


The Sun once stated that while many men wanted to be Sean Connery for decades, countless women wanted to be with him. And there were numerous rumors about the James Bond actor’s wandering eye that repeatedly put his marriage in danger. At least one of them was well-documented, so we can assume that it actually happened.

Image Credits: Getty Images / Sean Connery

In the late 80s, Connery had an affair with the singer and songwriter Lynsey de Paul. They met at a cocktail party and, as de Paul later recalled, even though the actor’s wife was sitting on the sofa next to them, it did not stop Connery from flirting with her and asking for her phone number. 

Image Credits: Getty Images / Lynsey de Paul

At first, the singer resisted and said that she didn’t want to have an affair with him. According to her, it wasn’t because he was married. She claimed that he wasn’t her type because macho men never attracted her. Eventually, she gave in, but their romance only lasted for a few months.

Image Credits: Getty Images / Sean Connery

De Paul revealed that once when they met up for a weekend, Connery said that he’d call her the following week. And that was the last time she heard from him. Later, the singer regretted getting together with the James Bond actor.

Image Credits: Getty Images / Lynsey de Paul

“I was a stupid girl to become involved with him. I don’t think I was in love with him — I was just flattered by the full-on attention,” she said.

Image Credits: Getty Images / Lynsey de Paul

Sure, Lynsey wasn’t the only woman who allegedly had a fling with Sean. But, even if it was all truth, the actor’s wife didn’t seem to mind her husband’s dalliances.

Image Credits: Getty Images via WireImage / George Pimentel | Sir Sean Connery and wife Micheline Connery attend the special tribute to Johnny Depp at the 6th Annual Bahamas Film Festival at the Balmoral Club on December 13, 2009 in Nassau, Bahamas

“When I met Sean, I knew I was taking on the whole package,” Micheline once explained. “Everyone wants him and I have to accept and understand that.” Looks like she was prepared to not be the only woman in his life!

Image Credits: PA Images via Getty Images / Danny Lawson | Sir Sean Connery ahead of a screening of his old 1975 classic movie "The Man Who Would be King", part of the Edinburgh International Film Festival, showing at the Theatre in Edinburgh

So, despite all the affairs Connery had during their marriage - both rumored and real, his wife always stood by him. “He was gorgeous and we had a wonderful life together. He was a model of a man,” Micheline said after he passed away.

Image Credits: Getty Images / Micheline Roquebrune

She truly is a strong woman who was by his side in good and bad times. They were indeed lucky to have found each other and spend his final days together. Rest in peace, Sir Sean Connery. You will certainly be missed.