Michael Douglas and Catherine Zeta-Jones have been through a lot together. They’ve lived in both the US and Bermuda with their children, Dylan Douglas and Carys Zeta-Douglas, and have experienced many changes along the way.
Now, Dylan is an adult. At 20 years old, he has chosen his own path in life. Being the son of a famous Hollywood star, and the grandson of the legendary Kirk Douglas, brings a lot of pressure.
However, his parents made sure he had the best childhood possible, even moving away from Bermuda to support him.

Michael Douglas was born on September 25, 1944, in New Brunswick, New Jersey, to actor parents Diana and Kirk Douglas.
When Michael was six years old, his parents divorced, and he went to live with his mother. He only saw his father during holidays.
Growing up, Michael Douglas attended the Eaglebrook School in Massachusetts and later went to the elite Choate School.
Michael was introduced to the acting world at a young age. He spent summers with his father, Kirk, who was often shooting films. By his teenage years, Michael knew he wanted to be an actor and asked his father to help him find roles.
Kirk, however, didn’t think acting was right for his son because of the pressure and unpredictability of the industry. He didn’t want either of his sons in show business, but Michael couldn’t be stopped.

Michael Douglas decided to turn down studying at Yale University and instead moved to California.
“I grew up on the East Coast and was going to go to an Ivy League school, but at the last minute, I decided to be a hippie,” he explained. “There were protest movements about the war and peace movements at our university. It was a fantastic time.”
While studying at the University of California, Santa Barbara, he kept asking his father, Kirk, for help to get into the movie industry. In 1966, he landed his first role.
### Start of Acting Career
Michael Douglas made his debut in *Cast a Giant Shadow*, where his father also starred. He played an uncredited driver in the film.
“I was lucky to grow up watching how my father acted, along with stars like Tony Curtis, Burt Lancaster, and Frank Sinatra, who were often at our house,” Michael said on *The Talk*. “You see stars with their insecurities and how they behave, so I think that’s kept me grounded.”
Michael Douglas graduated with a bachelor’s degree in 1968 and decided to move back to the East Coast. This time, he settled in New York City, where he continued to pursue his career in film.

Michael Douglas studied at the American Place Theatre and later at the Neighborhood Playhouse. He landed some leading roles and spent time performing in off-Broadway productions.
### Academy Award Winner
Before his first film role, Michael Douglas had a small part in the television show *The F.B.I.* The producer, Quinn Martin, was impressed with him, and Douglas then got a role in the new police series *The Streets of San Francisco*. The show premiered in 1972 and became Douglas’s big breakthrough.
*The Streets of San Francisco* became one of ABC’s highest-rated programs in the mid-1970s, airing during prime time. Michael Douglas received three consecutive Emmy Award nominations for his performance. He also directed two episodes of the series, gaining experience in directing, which he would use later.
In 1975, Michael produced the classic film *One Flew Over the Cuckoo’s Nest*, which helped establish him as a top producer. The film won several Academy Awards, and Douglas himself won an Academy Award for Best Picture.
By this time, Douglas was a successful producer and director, and everyone wanted to work with him. He produced and starred in *The China Syndrome* (1979) alongside Jane Fonda. The movie received more Academy Award nominations and was named one of the best films of the year by the National Board of Review.
Michael Douglas went on to become a major Hollywood star with his performances as Gordon Gecko in *Wall Street* (1987), in *Falling Down* (1993), and *The Game* (1997).
### Michael Douglas – Catherine Zeta-Jones
During this time, he met his love, Catherine Zeta-Jones. Even before they met, he admired her talent.
“I was watching this movie and thought, ‘Wow, who is this girl? She’s incredible,’” Douglas remembered. He was watching a screening of her upcoming movie *The Mask of Zorro* at that moment.
The two stars met in 1996 at the Deauville Film Festival.
“I had been told Michael Douglas wanted to meet me,” Zeta-Jones said in a 2001 interview with Larry King. “I was a little nervous because I didn’t quite know what he wanted to meet me about.”
Michael Douglas knew right away that he had just met the love of his life.
However, Michael Douglas worried he had ruined any chance of a future with Catherine during their first meeting.
“I said to her after about half an hour, ‘You know, I’m going to be the father of your children,’” Douglas recalled on *The Jonathan Ross Show*, as quoted by E! News. “It sounded good, but she said, ‘You know, I’ve heard a lot about you and I’ve seen a lot about you, and I think it’s time I say goodnight.’”
### Married in 1999
Douglas and Zeta-Jones kept talking on the phone for about nine months and continued to enjoy dinners together. They eventually wondered why they weren’t officially together, so they decided to sit down and discuss it.
“He certainly didn’t want me as an ex-girlfriend on his list, and I certainly didn’t want ‘Michael Douglas’ as an ex-boyfriend on my list,” she said. “We looked at each other one day and said, ‘We’re having a lot of fun together.’”
Their romance blossomed. Despite the 25-year age difference, which attracted media attention, they didn’t care because their love was strong. On New Year’s Eve in 1999, Michael Douglas proposed to Catherine at his home in Aspen, Colorado.
“Both of us were sick as dogs because we had the flu,” Douglas recalled in 2016. Later that year, they got married.
“I don’t take any of this for granted,” Zeta-Jones told *People* during their wedding. “When I look at Michael, I run around like a little girl. I can’t believe I came into his life and he came into mine.”
### Dylan Douglas
Just months after their engagement, there were rumors that the couple was expecting a child. In August 2000, Dylan Douglas was born. He was Catherine Zeta-Jones’s first child and Michael Douglas’s second; his first son, Cameron, was born in 1978 to his former wife, Diandra Luker.
Catherine and Michael welcomed their second child, a daughter named Carys Zeta-Douglas, in 2003. Like any marriage, they faced ups and downs, but their love always prevailed.
Now, their children are all grown up, and Dylan Douglas has chosen a very different career from that of his parents. He seems to be quite the daredevil.
Dylan Douglas is now 20 years old and has already lived in several places.
### Dylan Douglas – Childhood
As a young child, Dylan and his family lived in Bermuda. Michael Douglas has strong ties to the islands because his mother is from there, and he spent many teenage summers there.
In 2001, when Dylan was just one year old, Michael and Catherine decided to move the family to Bermuda. Being two major celebrities, they believed it would be better for their children to grow up away from the spotlight, which can often be toxic.
Douglas and Zeta-Jones, who were living in New York City at the time, wanted their kids to have a safe and calm upbringing without the hassle of paparazzi.
In Bermuda, they felt people respected their privacy.
“Bermuda creates an environment for us away from the entertainment business and gives our kids independence and freedom where showbiz isn’t on everybody’s lips,” Douglas said, as quoted by the *Bermuda Sun*. “It’s a lovely, lovely place.”

However, the family only stayed on the island for eight years because Dylan was diagnosed with dyslexia.
### Dylan Douglas – Dyslexia
Dylan didn’t start reading until he was five years old. His parents, Michael Douglas and Catherine Zeta-Jones, decided it was best for him to attend a special school in New York. So, the Douglas family left Bermuda, and Dylan finally got the chance to show everyone what a great kid he was. He enrolled at the Windward School, which specializes in helping children with dyslexia.
Those years were very challenging for the Douglas family. Not only was Dylan’s half-brother Cameron sentenced to five years in prison, but Michael Douglas also found out that he had stage 4 tongue cancer. He went through chemotherapy and radiation therapy while Dylan was adjusting to his new school.
In the end, Michael Douglas successfully overcame his cancer treatment, and Dylan went on to enjoy school. During an emotional speech at a Windward School fundraiser, Dylan honored the school that helped him overcome his dyslexia and also talked about how his father’s cancer had affected his life.
A Flight to Unmask My Fiancé’s Affair Led Me to a Partner in Crime — Story of the Day

A flight to surprise my fiancé turned into something I never expected. One kiss, one stranger, and one shocking discovery later, my plan to uncover the truth spiraled into an unforgettable adventure.
I stood in the boarding line clutching my ticket and a cup of cold coffee. The day had started like most days in my life lately: overthinking and just enough caffeine to fuel my questionable decisions.
I was flying to visit Oliver, my fiancé. The man had impeccable suits, a charming smile, and a schedule so packed it felt like I needed to book an appointment just to remind him I existed.

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He’d been working in another city, closing some “big deal.” But lately, the deal seemed to involve more late nights with his secretary. She wasn’t just a thorn in my side but the whole rosebush.
I’d tried to ignore it until THAT text came a few days ago. A message from Oliver lit up the screen:
“Can’t wait to see you. Don’t forget your signature suit!”
But before I could even craft a reply, the message disappeared. Vanished.
“Strange,” I muttered just as Oliver’s name popped up on my screen.

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“Hey, did you just get a text from me?”
“Yes…”
“Oh, that was for Greg!” he blurted out a little too quickly. “We’ve got a big meeting tomorrow. You know how Greg is always forgetting stuff!”
Sure, Oliver. Sure.

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That’s when I decided I’d had enough of the cryptic texts and excuses. I wasn’t about to sit around playing detective in my own relationship.
When I boarded the plane, my window seat was occupied. A man in his forties lounged there as if he were the protagonist in some indie film.
“Excuse me, that’s my seat,” I said with a smile.
He glanced up lazily. “Is it? I thought seating was more of a suggestion.”

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“And I thought manners weren’t optional.”
After a dramatic sigh, he moved. It turned out his name was Lucas, and he had a gift for testing the limits of human tolerance. By this time, he’d spread his belongings across our shared space and casually suggested I “relax a little,” and I sat there wondering if I’d been cursed.
Suddenly, the captain announced we’d be making an unscheduled landing in a small town due to bad weather.
Perfect. Stuck in the middle of nowhere. What else could go wrong?

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***
The town’s airport was so small it felt like we had landed in a different era. Wooden benches creaked under the weight of weary passengers, and the single vending machine hummed lifelessly, its contents reduced to a solitary pack of stale gum.
Eventually, a manager brought the news. “We’ve arranged accommodations for all passengers. Due to the circumstances, the airline will cover the cost of tonight’s stay at the nearby hotel.”

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The word “hotel” sent the crowd into a frenzy. People bolted for the shuttle like their lives depended on it, jostling for a spot and leaving me standing there in the aftermath of their rush.
“Hi,” I said. “I’d like a room, please.”
The receptionist barely glanced up as she typed furiously into her computer. “We only have one room left.”
“One room?”
“Yes,” she confirmed, still typing. “It’s already been booked by the airline for you both.”

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“Excuse me,” I interrupted, stepping closer to the desk. “Can’t I just book a separate room? I’ll pay for it myself.”
The receptionist sighed, finally looking up. “I’m sorry, ma’am, but the hotel is fully booked. Every room in town is. Unless you’d like to try camping.”
I glared at Lucas, who grinned like he’d just won the lottery.
“Looks like we’re roommates.”

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***
When we walked in, my heart sank. It was tiny, barely enough space for one person, let alone two.
“I’ll take the couch,” I said quickly.
“Fine by me,” Lucas replied, dropping his stuff onto the bed.
To my horror, he immediately started spreading his things around.
“Are you trying to set a record for the fastest way to irritate someone?” I snapped.
“Just making myself comfortable.”

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By the time dinner rolled around, I was on the verge of losing my mind. We headed to the hotel’s small restaurant, where Lucas acted as if we were on some luxury retreat.
“This steak isn’t bad,” he said, cutting into his meal with ease. “Honestly, today’s been fun. Don’t you think so?”
“Fun?”
He laughed. “You need to lighten up. Life’s an adventure.”

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He shared that he was flying to surprise his fiancée. I told him about Oliver, about how busy he’d been, though my voice faltered when I described our “strong” relationship.
“Sounds solid,” he said, though his tone suggested otherwise.
When the flight was finally back on schedule, I thought I’d be free of Lucas. But life had a funny way of complicating things.

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***
After we landed in New York, the energy outside the airport was pure chaos. People were darting around like ants, dragging suitcases and waving at taxis. Lucas, standing beside me, looked oddly cheerful—far too pleased with his plan to surprise his fiancée.
“So, what’s the big plan?” I asked, half-teasing.
“Show up, sweep her off her feet, remind her why she said yes in the first place,” he replied with a cocky grin.
I snorted. “Romantic. I hope she’s there to be swept off her feet and not, you know, with someone else.”

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Lucas said nothing, and I immediately regretted the jab.
“You?” he countered after a beat. “What’s your game plan?”
“I thought about it. Why not surprise Oliver? He hasn’t called or texted in days. A little spontaneity could be fun.”
“Bold move,” Lucas said, nodding in approval. “Let’s see who has the more dramatic reunion.”
We hailed a cab, and as Lucas gave the driver an address…
“Wait,” I blurted. “That’s where I’m going.”

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Lucas glanced at me, his smirk widening. “Fate. Gotta love it.”
It was absurd. Out of all the places in New York, we were heading to the same building. What were the odds?
***
When we arrived, I stepped out of the cab, heart pounding, and walked toward the entrance. That’s when I saw them. Oliver. And his secretary, Sophie.
They strolled out of the office building together, laughing. She wore a dress that screamed “expensive,” and he leaned in too close.

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Then it happened. The kiss. Not a polite, professional peck, but the kind of kiss that made the ground feel like it was falling out from under me. I froze.
“Kate,” Lucas’s voice snapped me out of my daze. He had followed me, his expression shifting from confusion to fury as he took in the scene. “Is that…”
Before I could process what was happening, Lucas grabbed my arm and steered me back toward the cab.
“Follow them,” he ordered the driver, slipping him a $50 bill.

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The cab jolted forward, Lucas leaned back, running a hand through his hair. His jaw was tight.
“That’s Sophie,” he said suddenly.
“What?”
“The woman with your fiancé,” he clarified. “That’s Sophie. My fiancée.”
My brain scrambled to piece it together.
“Are you sure?” I asked, though I already knew the answer.

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Lucas let out a harsh laugh, shaking his head. “Oh, I’m sure. That dress she’s wearing? I bought it for her. She said it was for some ‘important meeting.’”
“So, let me get this straight. Your fiancée kissed with my fiancé. What are the chances?”
“Apparently, too good,” he said dryly.
The cab driver glanced at us in the rearview mirror, clearly entertained by the drama unfolding in his backseat.
Lucas looked at me. “You okay?”

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“Peachy,” I said with a forced smile. “How about you?”
“Never better,” he replied, the sarcasm in his voice matching mine.
We both fell silent, watching as Oliver and Sophie disappeared into the restaurant. The cab slowed to a stop.
“Well,” he said, breaking the silence. “Now what?”
“I have an idea! But it’s going to require some creativity.”
“I’m listening.”

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“Good,” I said, already reaching for the door handle. “Because this is going to be fun. Give me a few minutes.”
I darted around the corner, finding a small bakery. One cake caught my eye. Perfect. I quickly bought it, grabbed a card, and returned to the restaurant.
“What’s that for?” Lucas asked as I handed him the cake and my engagement ring.
“Trust me,” I said, my voice steady. “Are you in?”
He smirked. “If it ends my relationship with style, I’m all in.”

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***
We walked into the restaurant like actors entering a stage, adrenaline buzzing in my veins. The warm glow of candlelight illuminated Sophie and Oliver, seated at a cozy corner table, laughing like they didn’t have a care in the world.
As we approached their table, their laughter faltered. Sophie’s face stiffened, her smile freezing like a glitching robot. Oliver quickly wiped his mouth with his napkin as if preparing for a courtroom defense.
“Kate?” Oliver stammered, looking as though he’d seen a ghost.

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“Lucas?” Sophie added.
“Well, well,” I said with a smile. “Fancy meeting you two here.”
Sophie, ever the professional, recovered first. “Oh! Lucas, this is Oliver. Oliver, this is Lucas. And Kate, you both know her. Huh! We were just, uh, wrapping up a business meeting!”
“Business meeting?” I repeated, my tone drenched in sarcasm. “Fascinating. Are kisses part of your standard business negotiations, or was that just a special offer?”

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Lucas leaned in, his expression mock-thoughtful. “You know, I wondered the same thing earlier. Guess we weren’t imagining it.”
Oliver jumped in. “Sophie and I were just, uh, brainstorming strategies.”
I raised an eyebrow. “Oh, brainstorming. That’s what we’re calling it now?”
Lucas chuckled beside me, clearly enjoying himself. “Kate, don’t be so hard on them. It’s hard work… kissing and brainstorming.”

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The waiter appeared at that perfect moment, holding a cake on a tray.
The words “Sophie, Will You Marry Me?” were written in pink icing.
I gasped theatrically. “Oh my goodness, there’s my ring!”
Reaching over, I plucked the ring off the cake and tossed it toward Oliver. “Were you planning to propose to her again with this? How efficient of you.”
Oliver’s face turned crimson. “It’s not like that! This was just… a fling! I never meant to marry her!”

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Sophie’s expression darkened.
“A fling?!” she hissed. “I was ready to leave my fiancé for you, and this was just an affair to you?”
Their argument erupted. Heads turned at nearby tables, diners whispering behind their menus like that was the best entertainment they’d had all week.
Lucas and I exchanged a glance. Our mission there was done. As Oliver and Sophie’s shouting reached its peak, we slipped out of the restaurant.

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Later, we sat on a park bench, sharing the cake.
“You know,” Lucas said, grinning between bites. “This cake is the best thing that’s happened to me in months.”
“Maybe it’s because we’ve left the past behind. Clean slate.”
“What’s next for us, Kate?”
“I guess we’ll find out,” I said, handing him the plastic spoon.
I felt ready for whatever came next.

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If you enjoyed this story, read this one: I thought I was walking into a dream—a date with the man I’d secretly loved for a year. But the moment I arrived, reality hit me like a snowstorm. Instead of romance, I faced a dazzling fiancée and an unexpected proposal that would change everything I thought I knew. Read the full story here.
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