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.
My SIL Threw Away All My Brothers Hawaiian Shirts Instead of Packing Them As Promised, Unaware I Saw Her
When I caught my sister-in-law, Iris, secretly tossing my brother Donny’s beloved Hawaiian shirts instead of packing them, I knew I had to act fast. Rather than confront her, I quietly rescued them and planned the perfect prank. Little did Iris know, her “trash” was about to make a memorable comeback!
I pulled into my brother’s nearly empty house, where the moving truck had already left for Oklahoma. Iris was finishing the last bit of packing, and I was there to help with the final touches.
I knocked on the door but didn’t wait for a reply. I never did.
“Hey! I brought coffee!” I called out as I walked inside. The empty house echoed back at me, but there was no response. Iris was probably upstairs, so I headed to the bedroom to find her.
As I neared the door, which was slightly ajar, I saw her crouched over a trash bag, focused on her task. And that’s when I saw it—bright, familiar colors peeking out from the bag. Donny’s Hawaiian shirts! My heart skipped a beat.
I froze, trying to process what I was seeing. Iris teased Donny relentlessly about those shirts, but throwing them out? I stood there, watching in disbelief as she stuffed another one into the trash like it was worthless.
Those shirts weren’t just clothes to Donny—they were part of his personality. He loved them, and there was no way he’d ever agree to throw them out. My anger flared, but I forced myself to think fast.
“Iris!” I called out, nudging the door open with my foot and stepping inside. “What are you up to?”
Her eyes widened in shock as she quickly tried to close the bag. “Candy! You’re early. I was just, uh… throwing out some trash.”
I glanced at the trash bag stuffed with Donny’s favorite shirts and smirked. She was caught red-handed, and an idea began to form.
“Take a break,” I said, thrusting the coffee into her hands. “I’ll take out the trash for you, and then you can tell me what else you need help with.”
Before she could protest, I snatched up the bag and headed outside. Once safely by my car, I tossed the shirts into my trunk, chuckling to myself. This was going to be the best prank ever.
Later that evening, I texted my parents with a plan. Surprise housewarming party at Donny and Iris’s new place. Meet in Oklahoma this Saturday. 🎉
My parents loved surprises, especially the kind that made their kids squirm with embarrassment. Little did they know, I had something even more exciting planned for the party.
We arrived at Donny and Iris’s new home late that Saturday afternoon, with the Oklahoma sun beginning to dip. Iris answered the door, her surprise thinly masked. I could tell she wasn’t ready for this.
“Surprise!” we all shouted, balloons in hand. My mom charged in, already asking questions and complimenting the house while nearly knocking over a lamp.
Donny emerged from the kitchen, grinning in his usual laid-back way, though noticeably without one of his signature floral shirts. He wore a plain tee instead, which made me snicker inside.
“Wow, you guys came all the way out here!” he exclaimed, giving me a quick hug. “I just wish the airline hadn’t lost my luggage. All my favorite Hawaiian shirts are gone. Just vanished.”
I bit my lip to keep from laughing, especially when I noticed Iris fidgeting nervously behind him. Her expression was priceless.
“You mean your Hawaiian shirts?” I asked, raising an eyebrow.
“Yeah! Man, I loved those shirts,” Donny said, clearly disappointed.
“They were definitely… memorable,” I agreed, shooting a sideways glance at Iris, whose face had turned a shade paler. She avoided eye contact, and I couldn’t resist pushing the joke further. “I bet Iris really misses seeing you in them, huh?”
She forced a smile and nodded. “Oh, yes. Those… shirts.”
By the time we got to the gift exchange, Iris was practically buzzing with nerves. After Mom and Dad gave Donny some practical housewarming gifts, it was my turn.
“Here you go, bro. Thought you might like this,” I said, handing him a framed childhood photo of the two of us, Donny proudly wearing one of his cherished Hawaiian shirts.
His face lit up as he showed it to everyone. “Look at us! Man, I used to love that shirt.”
“And speaking of shirts,” I added with a grin, “there’s one more thing.” I dramatically pulled the trash bag from behind me, the one Iris had thought was long gone.
Donny’s eyes widened as I pulled out the first of his Hawaiian shirts, holding it up like a trophy. “No. Freaking. Way!” he shouted in disbelief, grabbing the shirt from me and running his hands over it like a lost treasure. “How did you…?”
I winked. “I have my ways.”
Iris stood frozen, her mouth slightly open, trying to process what had just happened. She had no idea how to respond, but the realization that she had been caught slowly dawned on her face.
After the excitement settled down, Iris pulled me aside, her face flushed. “You saw me, didn’t you?” she asked, crossing her arms in frustration.
I feigned innocence. “Saw what?”
She sighed, rubbing her temples. “The shirts. You saw me throw them out.”
“Maybe,” I teased. “Looks like he really missed them, huh?”
She groaned. “I can’t stand those loud, tacky things. But seeing how happy they make him… maybe I was wrong.”
I put a hand on her shoulder. “Relationships are all about compromise. Besides, no one’s asking you to wear them.”
She laughed, finally relaxing a little. “And I guess you weren’t going to let that ‘lost luggage’ story go, huh?”
I grinned. “What can I say? I live for a good prank.”
Later, Iris came clean in front of the whole family, admitting what she had done. She confessed that she found the shirts ridiculous but, seeing how much they meant to Donny, she was sorry.
Donny just laughed it off. “Hey, I love my shirts, but I love you more,” he said, giving her a kiss. “I’ll save them for weekends, just for you.”
In the end, the Hawaiian shirts became more than just a wardrobe choice—they turned into a family joke, a reminder of Donny’s quirky charm and the little compromises we make for the people we love.
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