CLINT EASTWOOD AND DINA RUIZ
Clint Eastwood tied the knot with Dina Ruiz in 1996 when he was 65 years old and Dina was just 30. The huge age gap didn’t make them think twice about marriage, but it was a major factor of their separation years later.
After the couple’s wedding, they started living away from the limelight as Clint was an extremely private person. He wasn’t comfortable having cameras follow them on the daily – the exact opposite of the lifestyle Dina was used to. The consistent arguments between the couple reached to a degree that led to their divorce.
DOUG HUTCHISON AND COURTNEY STODDEN
Doug Hutchison and Courtney Stodden’s marriage was nothing short of controversial. The 35-year age gap between the two celebrities got the attention of the public, as Courtney consistently posted statements on her social media channels about their unconventional relationship. At the time of their marriage, she was only 16 years old and needed her parents’ consent to proceed with the ceremony.
Young as she was, the Couples Therapy star indeed welcomed more fame after they tied the knot. Still, she wasn’t immune to hateful comments and rumors that involved Doug’s insurance claims. The two eventually split in 2017 after six years of marriage.
ROD STEWARD AND PENNY LANCASTER
Rod Steward and Penny Lancaster went through challenges that any couple had to go through, but they stayed firm and have been together for a decade now. Despite their 26-year age gap, it’s obvious that the two are still head over heels for each other. As a celebration of their love, they celebrated their 10th year anniversary with a grand ceremony in a lavish Essex home, one that would surely have only a high-end home security system.
Rod and Penny are now enjoying the family life with their eight children, and continue to be an inspiration to many hopeless romantics out there!
RICHARD GERE AND ALEJANDRA SILVA
We all knew that Richard Gere and Alejandra Silva started dating in 2014. But after their secret marriage in 2018, everyone was delightfully surprised. The Pretty Woman star and Spanish activist-slash-publicist had a civil ceremony to celebrate and bind their union in the most private way. They both weren’t new to marriage, with Richard entering his third and Alejandra entering her second.
Giving credit to entertainment sites who quoted Richard, it seems that he has always longed for a quiet and happy life, and it was with Alejandra that he finally found it. Their three-decade gap was never an issue as they’re now living in content with their sons.
EDDIE MURPHY AND PAIGE BUTCHER
It wasn’t hard for Eddie Murphy to win the heart of the Australian model and actress Paige Butcher, even with their huge age difference. The man behind the Shrek’s voice is 18 years older than Paige, but they’ve always stayed committed throughout their eight-year relationship. Following their engagement, the two welcomed their second child.
Aside from having enough investment money to support his family, Eddie has chosen to focus on his kids. He referred to them as the “brightest part of his life” in an interview with Entertainment Tonight. Paige has likewise made the effort to keep a close relationship with Eddie’s kids.
WILLIAM SHATNER AND ELIZABETH MARTIN
After experiencing a depressing tragedy from his deceased third wife, William Shatner found the strength to get back up. He might have met with his divorce attorney in the past, but William is positive with his new relationship. He married his fourth partner, Elizabeth Martin, who was also a widow. William and Elizabeth tied the knot shortly after.
In an interview with The Guardian, William describes that he is beyond lucky to have married Elizabeth. The star was initially attracted to her beauty, and the two hit it off since. Now, they’re both looking forward to a future family together.
LARRY KING AND SHAWN SOUTHWICK
Larry King and Shawn Southwick are celebrating their 19 years of marriage, despite filing for a divorce in 2010. Thankfully, the two worked it out and are now stronger than ever. Shawn is Larry’s eighth try at love. The couple met countless challenges throughout their relationship, but every obstacle was eventually worked out before they needed to call an attorney.
Larry and Shawn’s relationship have always made headlines because of their controversies and arguments. Still, the industry is accepting of couples despite the wide age gap. They’ve been an inspiration to many and a true testament that differences in age shouldn’t be a barrier.
STEVE MARTIN AND ANNE STRINGFIELD
Steve Martin considered having his first baby at the age of 67 in 2012 with his wife Anne Stringfield. For Steve, it was the perfect moment in his life to start a family. His impressive credit report promised a secure and comfortable life for his baby girl. In a sit-down with The Daily Telegraph, Steve shares that he reached a point where he had all the time to raise a child after having established his career already.
Steve and Anne married in a private ceremony in 2007. Since they tied the knot, they’ve been focused on building and nurturing their family.
KELSEY GRAMMER AND KAYTE WALSH
Kelsey Grammer and Kayte Walsh have an age gap of 26 years, but the two still continued to date despite the difference. Kelsey was 55 years old when they got married, and Kayte was 29.
Before Kayte, Kelsey was married to TV personality Camille Grammer for 13 years. Even after over a decade of being together, Camille and Kelsey went through a messy breakup that involved lawyers. Camille was vocal about her experience with ex Kelsey, and shared “Kelsey Grammer changes partners like he changes characters, you know, for movies or shows.” We hope Kelsey and Kayte could work it out better!
JOHNNY DEPP AND AMBER HEARD
Johnny Depp and Amber Heard started as a couple in 2012 after they worked together on the set of The Rum Diaries. Depp played a journalist role who was into the character of Heard, which soon developed in real life. Johnny and Amber tied the knot in 2015 at the age of 51 and 28, respectively.
During their 3-year long relationship, the couple met countless controversies. Their disagreements escalated into accusations of violence. Soon, the two filed for divorce, with a settlement amounting to $7 million during the trial. The amount was donated to charity by Amber, according to credit reports.
ANTHONY BOURDAIN AND OTTAVIA BUSIA
Ottavia Busia was the second wife of Anthony Bourdain, a famous chef and host of Parts Unknown. They had a lot in common, which made up for their 22-year age difference. Ottavia was an MMA fighter who worked her ass off to climb up her way in NYC’s restaurant scene without insurance. They hit it off almost instantly and even got matching tattoos after a few dates.
With the level of passion they had for each other, no one saw their separation coming. Soon they decided to go their own paths. Anthony dated Italian actress Asia Argento before passing away in June 2018.
ALAN FERGUSON AND SOLANGE
Solange Knowles entered the dating scene at a young age of 17 with her high school sweetheart. After her relationship failed, she dated Alan Ferguson who was 23 years older. They had met through common friends in the music scene. Solange admits that she made the first move on Alan.
Reports from Harper’s Bazaar cites Solange’s previous relationship as a factor of her extreme attraction to Alan. It was obvious that she didn’t mind the age difference, and the two eventually rang their wedding bells in 2014. When asked about their relationship, Solange simply gives credit to her go-getter attitude.
RUPERT MURDOC AND JERRY HALL
It came as no surprise that Rubert Murdoc would be quick to propose to now wife Jerry Hall, as Vanity Fair gave him the title of “greatest romantic of our time.” Murdoch asked for the hand of Jerry Hall four months after the two started dating. When they settled down, Rupert was 84 years old and Jerry was 59.
The wedding was celebrated in Central London at Princess Diana’s townhouse. The ceremony was rather casual, to the surprise of many. The star of the event was no other than Jerry’s 20-carat engagement ring that must have been valued at thousands of cash loans.
NICOLAS CAGE AND ALICE KIM
It seems that Nicolas Cage took his love for thrill to his personal relationship with then-partner Alice Kim. The two met at an LA restaurant where Alice was working as a sushi waitress. With a relationship full of exciting adventures, the two got engaged just two months since they started dating. At the time, Nicolas was 40 years old and Alice was 20.
Like many celebrity couples, the couple eventually split after 11 years of marriage. Whether it was the fame, money management conflicts, or simply irreconcilable differences that caused the breakup, Nicolas remained hopeful in love after the separation.
KEVIN COSTNER AND CHRISTINE BAUMGARTNER
Kevin Costner married his second wife Christine Baumgartner at his home in Aspen, Colo in 2004. As this was another chance at love for him, he was committed to make the marriage last, even if it meant taking a break from his successful career. Soon, the 49-year-old star and his 30-year-old wife spent their days in the quiet company of their children.
At first, Kevin was unsure if he made a good decision in starting a family at his age, because he was already 55 years old when his youngest son was born. Thankfully, Kevin’s success helped keep them away from money management problems.
HUGH HEFNER AND CRYSTAL HARRIS
Hugh Hefner’s last partner before he died was Crystal Harris, a 24-year-old woman who was 60 years younger than the Playboy founder. The couple was engaged twice because of conflict, but they soon pushed through with the wedding.
They were together for 7 years before calling it quits. Some may say that Crystal only married Hugh to secure her investment money. However, during Hugh’s wake, the public was informed that they had a prenuptial agreement that Crystal will not inherit much of the Hugh’s fortune. Indeed, there’s no denying that it must have been genuine love and commitment between the two!
VINCENT CASSEL AND TINA KUNAKEY
Vincent Cassel is happily married to French model Tina Kunakey, who is 30 years younger. Their relationship was flooded with controversy because of their wide age gap. However, for the French actor, he’s always open to starting a new life because he’s a man.
Vincent gave credit to his gender and says he’s at an advantage when it comes to romantic relationships. In many interviews for big media players like The New York Times, Vincent is often describing himself as privileged to re-marry no matter what age, unlike women. His thoughts were was met with raised eyebrows, and for good reason.
DAVID FOSTER AND KATHARINE MCPHEE
David Foster and Katharine McPhee got married in June 2019, a little over a year after their engagement during the summer of 2018. The couple first met at the taping of American Idol, where Katharine was a contestant under David’s mentorship. While it wasn’t the typical love-at-first-sight, the two certainly had a connection throughout those years of working together in online classes and on-screen performances.
Prior to their marriage, David had four ex-wives, while Katherine was married to now ex-husband Nick Cokas. In fact, David had even played the piano for Katherine as she walked down the aisle in her previous marriage. Who would have known?
BOB SAGET AND KELLY RIZZO
Bob Saget proposed to Kelly Rizzo when they having a comfy night-in, watching Stranger Things on their iPad. Bob went to the bathroom and took out the engagement ring, which must have cost quite the investment money, that he had been hiding for four days. The night was a quiet and simple yet emotional moment for the couple, who has a 23-year age difference.
In contrast to the private proposal, Bob and Kelly’s wedding was nothing short of extravagant. Famous faces like Johnathan Silverman led the ceremony and John Mayer serenaded the reception. Other big stars were in attendance, too.
DAVID HASSELHOFF AND HAYLEY ROBERTS
Despite their 28-year age gap, David Hasselhoff has been extremely patient with advancing his relationship with Hayley Roberts. It wasn’t because of money management issues, but David’s personal concerns. He had reservations about settling down with someone young, especially since he knew that he was much older.
On the bright side, the two pushed through with their wedding in July 2018. It took David seven years to get on his knee and propose to his clerk-turned-model girlfriend. For Hayley, David’s concern for their relationship was what made her decide to walk down the aisle. “David acts so much younger, he doesn’t see his age,” Hayley shared to OK! Magazine.
DAVID SCHWIMMER AND ZOE BUCKMAN
David Hasselhoff always played the one-woman man in every TV appearance, and such is true in his personal life. When the celebrity hit 43 years old, he tied the knot with long-time girlfriend Zoe Buckman, who was only 25 at the time.
Their romance started budding when the two met at a club in London’s West End where Hayley was a waitress and David was a regular customer. Soon, Zoe moved to Los Angeles to stay with David and marry in a private ceremony. Sadly, the love birds later called up their divorce lawyer and called it quits in 2017.
JERRY SEINFELD AND JESSICA SKLAR
Jerry Seinfeld and Jessica Sklar’s started after Jessica divorced her ex-husband a few months following their honeymoon. It was indeed a messy start for the two, as Jessica reportedly initiated the separation to pursue her relationship with Jerry. Their 20-year age gap didn’t help quiet down the public either.
The two were indeed deeply in love and enjoyed each other’s company. It wasn’t long before they finally got married in 1999. Jerry only has good things to say about his wife Jessica, who he consistently describes as funny, sarcastic, and witty. They’re now focusing on building their insurance and raising their three children.
SYLVESTER STALLONE AND JENNIFER FLAVIN
For Sylvester Stallone, his wife Jennifer Flavin could simply do no wrong. She was in charge of making the right decisions and keeping up with their money management. Indeed, his trust in his wife must be the secret to their happy 22-year marriage.
Sylvester shares that he enjoys living with his wife, and how he continues to learn so much from her. The two first met in 1988 when David was 42 years old and Jennifer was 19. Throughout the two decades of staying happily together, they’ve been an inspiration to many couples who are just entering the married life.
HUMPHREY BOGART AND LAUREN BACALL
When Humphrey Bogart and Lauren Bacall started dating, fans were excited to see where the couple was headed. The two were even called “Hollywood’s greatest romance” because their story was enough to inspire song lyrics. Bankruptcy and divorce were nowhere near the couple. Despite the huge age gap, they still made it to the altar when Humphrey was 44 and Lauren was 19.
Their marriage adventures were indeed one for the books. After they celebrated their 13 years of marriage, Humphrey sadly passed away of esophageal cancer. Up to this day, Lauren sees their Humphrey as her first and only true love.
ROBERT DUVALL AND LUCIANA PEDRAZA
Robert Duvall and Luciana Pedraza’s relationship is probably the most unconventional of the bunch. The couple has been dating since 2010 after meeting on a normal day in a bakery at Argentina, but their age gap has definitely raised eyebrows among fans. Luciana and The Godfather actor share the same birthday, except Robert was born 41 years earlier.
Their 41-year age gap sparked controversy in the entertainment industry, but the couple has been happily married since 2005. While Robert was hesitant at first, he eventually allowed himself to pursue Luciana. They surely won’t be calling their divorce attorney anytime soon.
WARREN BEATTY AND ANNETTE BENING
Warren Beatty and Annette Bening hit it off immediately after meeting at a production for the film Bugsy. They got married in 1992 and have been together since. In a recent interview with Us Weekly, Annette happily shares how their marriage has been beautiful with their four children. Warren and Annette seem to agree on quite a lot of things, including household duties like money management.
Warren was the first to reach out to Annette when they worked together in 1991. He asked her out to dinner. A year later, the two told their vows and have been together for almost three decades.
DEREK JETER AND HANNAH DAVIS
Fans believed that Derek Jeter wouldn’t settle down. Because of his success and impressive credit score, the sports world bachelor was on the dating scene throughout his career. He never stayed in a long-term relationship. To everyone’s surprise, the former New York Yankees athlete soon entered a serious relationship with swimsuit model Hannah Davis.
Hannah was 16 years younger than Derek, but the two were indeed very supportive of each other’s careers. A common friend even described Hannah was having “wisdom beyond her years.” It’s no surprise that in 2016, Derek and Hannah finally tied the knot and welcomed their baby girl a year later.
JULIUS ERVING AND DORYS MADDEN
While Julius Erving had a stellar career and heaps of investment money on the bank, his personal life was the subject of controversy. The professional basket player was a ladies’ man, and his relationships made entertainment news headlines. However, he had a wife, Turquoise, and four children waiting at home.
Outside of his marriage, Julius was father to two children with two different mistresses. His second-born was with Dorys Madden, his mistress who was 19 years younger. For the couple, it wasn’t a one-time thing. Julius and Dorys eventually tied the knot in 2008 after Julius finalized his divorce from Turquoise.
MICHAEL JORDAN AND YVETTE PRIETO
Michael Jordan had a rough time with his previous marriage that ended in a $150 million divorce settlement. However, his controversial past didn’t stop the basketball legend from giving marriage another try. This time, the athlete settled down with Yvette Prieto, who was 15 years his junior.
The high-profile couple got engaged in 2011 and tied the know 2 years later in Palm Beach, Florida. At the time, Jordan was 50 years old and Yvette was 35. With his success and investment planning, we’re certain that Michael’s family – his wife Yvette and their twin daughters Victoria and Ysabel – have a comfortable life ahead of them!
WLADIMIR KLITSCHKO AND HAYDEN PANETTIERE
Wladimir Klitschko and Hayden Panettiere are proof that opposites do attract. From their difference in age to their views on credit cards, even Hayden was well aware that they were an odd match. The couple first met at a book party in 2009 when she was fresh from a breakup.
During their relationship, Wladimir and Hayden hit a rough patch and called it quits. It wasn’t until 2013 when they reunited and eventually got married. Despite their 13-year gap, it’s been smooth sailing since. They are now looking to grow their family after welcoming their first child together in 2014.
STEVE NASH AND LILLA FREDERICK
Steve Nash was the long-term relationship type, and everyone knew this because of his nine-year marriage with now ex-wife Alejandra Amarilla. People gave him credit for being the romantic type. Soon after having his first family, Steve again gave the married life another shot with former college volleyball player Lilla Frederick.
It wasn’t long before Steve popped the question in the beautiful city of Majorca, Spain in 2016 when he was 42 years old and Lillia was just 26. The engagement was all over social media and entertainment websites. Soon after their marriage, the two married their baby boy Luca.
HINES WARD AND LINDSEY GEORGALAS
Hines Ward owed his success to the field after playing for the Pittsburgh Steelers for quite a few years. After he left the limelight, it was time to focus on building a family. His then-girlfriend, Lindsey Georgalas, was perfect match for the former athlete. In 2014, the two wed with Hines’ grand home stadium worth thousands of cash loans as they backdrop.
After they said their vows, Hines and Lindsey joined reality show Celebrity Wife Swap. Hines was 39 years old and Lindsey was only 24 when they made their appearance. However, Hines had always admired Lindsey for being mature despite her young age.
BJORN BORG AND PATRICIA OSTFELDT
Bjorn Borg always had ladies following him around because of his charming looks and eye-popping credit record. However, the Sweidsh tennis champ wasn’t always lucky with relationships. He went through failed marriages before finally meeting his lifetime partner, Patricia Ostfeldt.
The two might have a 10-year age gap, but it wasn’t a hindrance to pursuing their relationship. In 2002, 46-year-old Bjorn recited his vows to 35-year-old Patricia in front of hundreds of family members and friends. For Bjorn, Patricia is his one true love who has given him the perfect life he has long hoped for. “It feels as though I have found the right woman for me,” he shares to The Telegraph.
TIKI BARBER AND TRACY LYNN JOHNSON
At the start of their relationship up until their wedding day, Tiki Barber and Tracy Lynn Johnson was the subject of backlash. News broke out that NBC Today show host Tiki was having an affair with intern Tracy while his now ex-wife was pregnant with twins. Tracy is 14 years younger than Tiki.
Although Tiki and his ex-wife soon finalized their separation with a divorce lawyer, the public was still outraged when Tiki and Tracy tied the knot at the Manhattan Marriage Bureau. Soon, the hate died down and the couple focused on their happy home. In 2016, they welcomed their second child together.
ROBERT KRAFT AND RICKI NOEL LANDER
Robert Kraft had a rough time with his previous marriage with wife Myra, who he lost from ovarian cancer in July 2011. However, it was good for him to have found new hope in dancer and actress Ricki Noel Lander despite their 39-year age difference.
While they were in their dating phase, the two held hands at various events, like the Bolton Celtics Basketball game. It seemed like they were official and were bound to call the moving company soon, but news broke out that Ricki had given birth to a child that wasn’t Robert’s. Still, Robert only has good wishes for Ricki’s baby.
KURT ANGLE AND GIOVANNA YANNOTTI
The 18-year age gap between Kurt Angle and Giovanna Yannotti was nothing compared to their passion and commitment for one another. After Kurt’s messy divorce played on-air for an Impact Wrestling storyline, the two met at the set of 2009 movie End Game and tied the know three years later. Their first date was nothing fancy – a date to Arby’s – but things have been going well for the two since.
When asked, Giovanna gives credit to Kurt’s “big blue eyes” and attractive looks for making her fall in love with the sports star. They now have three children together and are still happily married.
MICHAEL DOUGLAS AND CATHERINE ZETA-JONES
Michael Douglas and Catherine Zeta-Jones was like a match made in heaven – same interests, same awards bagged throughout their careers, and even the same birthday. Although the two have a shocking 24-year age gap, they’re still staying happily in love to this day.
After marrying in 2000, Michael and Catherine faced health challenges as Michael was diagnosed with throat cancer and Catherine had bipolar disorder. Even with their insurance, the couple was under insane pressure to make it work. In 2013, they went through a brief break before finally getting back together again. “It took work on both our parts,” Michael shared to AARP.
WOODY ALLEN AND SOON-YI PREVIN
Woody Allen and Soon-Yi Previn were off to a scandalous start. Woody had been previously in a relationship with model-actress Mia Farrow. As a committed partner, he helped her raise her adopted children, up until reports rose that Woody was cheating on her with her adopted daughter Soon-Yi. His impressive credit score and successful career did nothing to dispel the harsh criticism they were both receiving.
Their 35-year age gap made it even more controversial. Soon-Yi’s age wasn’t verified either, since she didn’t have any papers when she was adopted. In 1997, Woody and Soon-Yi got married, but the bashing didn’t stop.
FRANK SINATRA AND MIA FARROW
When Frank Sinatra and Mia Farrow hit it off, they were head over heels for each other. In every event they attended, the public saw how passionate they were. No one expected for the couple to separate after two years of marriage, despite being in a relationship for almost 13 years.
Frank and Mia’s 29-year difference might have been a factor that led to the couple calling up their divorce attorney. Although Mia is not new to the dating much older men, things eventually went rough for her and Frank. Rumors even surfaced that Mia is not a hundred percent sure who the father of her son is.
DICK VAN DYKE AND ARLENE SILVER
Dick Van Dyke have been through quite a few relationships before settling down with his wife Arlene Silver. In 1948, he married his first wife Margerie Willett whom he had four kids with. Shortly after, Dick was caught having an affair with Michelle Triola, which caused their divorce. Dick and Michelle lived together for quite some time until Michelle’s death in 2009.
Despite the devastating loss, 86 year-old Dick was back in romance and started dating 44 year-old Arlene Silver. It comes as no surprise since Dick is far from filing bankruptcy. Arlene is 21-years younger than Dick’s oldest son, but the two are happily married today as they celebrate a quiet and contented life.
CELINE DION AND RENÉ ANGÉLIL
Thanks to her 38-year-old manager René Angélil, Celine Dion is now the music star we know today. She was on the road to tremendous success and tons of investment money. Her career started at the young age of 12, and things were strictly professional between her and her manager until Celine’s late teens. Of course, her mother was anything but pleased.
Celine was indeed very understanding of her mother’s feelings. She shares that if the roles were reversed, she wouldn’t be excited about the relationship either. Despite her mother’s disagreement, Celine and René worked things out and got married in 1994.
DYAN CANNON AND CARY GRANT
With his charm and undeniable talent, Cary Grant was indeed loved and coveted by many. Even when he was older, he was still followed by fans. It was with Dyan Cannon that he finally found his future. He first laid eyes on her when she made an appearance in the 1960s show Malibu Run. Since then, Dyan tried everything he could to get in touch with her.
The two eloped to Las Vegas in 1965 before getting married at the age of 61 and 27. The sad news is that in less than two years, Dyan called up his divorce lawyer after allegedly enduring his “harsh” side, which included him criticizing and “spanking” her.
BILLY JOEL AND ELLE MACPHERSON
Billy Joel might just be the one of the most known artists who date much younger women. All of his relationships sparked controversies because of his huge age gap with his partners. His song Uptown Girl was even inspired by three women.
First on the list was Christie Brinkley, who has five years younger than Billy. In 2004, he entered his second marriage with Katie Lee. She was 32 years youngers. After five years, the two separated and 66-year-old Joel wed yet another young individual: Alexis Roderick who was 33. With his continuous hunt for his wife-to-be, Billy must have his financial advisor ready for all the wedding expenses.
TONY BENETT AND SUSAN CROW
American music legend Tony Bennett wrote in his book, Just Getting Started (see Page Six), that he met Susan Crow, his wife who is 40 years his junior, before she was born. This happened during his San Francisco show in 1966 when Crow’s parents asked to have a picture with the crooner. Incidentally, Crow’s mother was pregnant with her at that time.
He laughingly shared, “It’s a photo we all laugh about knowing the incredible turn of events that followed.” And as if destiny was determined to bring them together like a well-laid insurance plan, Crow also saw Benett in person for the first time when she watched his concert at age 19.
PATRICK STEWART AND SUNNY OZELL
Famous for playing powerful otherworldly characters in blockbuster fiction movies including Star Trek: The Next Generation and X-Men installments, Patrick Stewart seemed to have psyched the love stars toward his direction.
In an interesting fate in 2008, the British actor dropped by the New York restaurant Franny’s during the production of Macbeth at the Brooklyn Academy of Music. It was there that he met, and was instantly smitten by, waitress Sunny Ozell whom he married in 2013 despite their 38 years age gap. The wedding was made even more intimate when Stewart’s best bud Ian McKellen officiated it, instead of a priest or attorney.
BRUCE WILLIS AND EMMA HEMING
Die Hard star Bruce Willis officially ended his high-profile marriage to Hollywood A-lister Demi Moore in year 2000 with a divorce that fortunately did not hurt their credit score. Eight years after the divorce, the American actor met the professional model Emma Heming. It didn’t take long for them to become a couple and got hitched in 2009 in Turks and Caicos at a ceremony witnessed by several celebrity guests including Willis’ ex-wife Demi Moore.
The Daily Mail’s sharp eyes did not miss the striking resemblance between Heming and Moore and pointed out that Heming was “just a year older than Miss Moore’s [then] toyboy husband Ashton Kutcher”.
ROSIE HUNTINGTON-WHITELEY AND JASON STATHAM
Hollywood’s resident villain, Jason Statham, seems to have a heart of stone because of the merciless characters he portrays in films. But the hard shell melted when he met Victoria’s Secret model and actress Rosie Huntington-Whiteley, who is younger by 20 years. Despite their age and generation gap, Whiteley said that Statham is her best mate, which means best friend in British. The couple got engaged in 2016, a good six years after they started seeing each other.
We wonder how Whiteley feels when she is with the acclaimed actor who is known to perform his own stunts and stage combats. Probably, too safe like she doesn’t need a rigid home security system.
MARY KATE OLSEN AND OLIVIER SARKOZY
Full House star Mary Kate Olsen (twin sister of Ashley Olsen) married French banker Olivier Sarkozy in 2015, much to the discomfort of people who saw their 18 years age gap as a possible threat to their union. Sarkozy, who is a half-brother of former French president Nicolas Sarkozy, was 46 years old while Olsen was only 29 then.
Both successful in their own careers when they tied the knot, Sarkozy as co-head of Carlyle Group’s Financial Services Group and Olsen as a fashion designer, bankruptcy was the least of the couple’s concerns. Besides, the Olsen twins are heiresses to a billion-dollar fashion empire and Sarkozy surely knows good money management.
AMBER TAMBLYN AND DAVID CROSS
Possibly one of Hollywood’s coolest couples, Joan of Arcadia star Amber Tamblyn and Mr. Show with Bob and David comic guy David Cross, once joked that they named their firstborn “Dauphinoise Petunia Brittany Scheherazade Von Funkinstein Mustard Witch RBG Cross Tamblyn-Bey jr.” Hilarious as it was, the long ambiguous name was just intended to draw laughter because the kid’s real name is simply Marlow Alice Cross.
52 and 33 respectively when their child was born in February 2017, Cross and Tamblyn don’t seem to mind their age gap to the slightest degree and are more focused on being a fun family.
SARAH PAULSON AND HOLLAND TAYLOR
They can very well pass off as a mother and daughter tandem but the People vs. O.J. Simpson: American Crime Story star Sarah Paulson and the Two and a Half Men actress Holland Taylor openly declare and show their romantic love for each other despite having been born 32 years apart.
In January 2017, Taylor told Sandra Bernhard in People that Paulson is the reason why she feels the luckiest. Who wouldn’t, if the apple of your eyes screams “Holland Taylor, I love you!” in the middle of an acceptance speech for an Emmy award? For her 74-year old lover, that moment was worth more than her investments.
KATIE HOLMES AND TOM CRUISE
It was never impossible for Mission Impossible top biller Tom Cruise to get any woman that he desired. After all, the multi-awarded Hollywood A-lister has been every girl’s dream guy since he entered the industry. His boyish appeal combined with superb acting prowess resulted in high grossing movies and huge profit from the film producer’s investment money.
So, when he jumped up and down a couch on The Oprah Winfrey Show in 2005 because of his deep love for Dawson’s Creek star Katie Holmes, who is 17 years his junior, news, and the internet exploded. And although they divorced in 2012, the couple has a child together, whom they called Suri.
HARRISON FORD AND CALISTA FLOCKHART
Ally McBeal star Calista Flockhart was born in 1964, the same year when famous American actor Harrison Ford married his first wife, Mary Marquant. That was a whopping 22 years age gap for the two celebrities, with the Indiana Jones star getting divorced and entering his second marriage, somewhere in between. He spent 20 years with his second wife, screenwriter Melissa Mathison, before eventually facing a divorce lawyer once again.
Fast forward to year 2010, Ford and Flockhart set aside their age difference and exchanged vows after eight years of being together. With the power couple’s individual and combined net worth, their son Liam will never have to worry about student loans or mortgage rates.
ALEC BALDWIN AND HILARIA THOMAS
“Young man, watch and learn”, this must be going on inside Alec Baldwin’s mind when he used a tried and tested trick to hit up on yoga instructor Hilaria Thomas, 26 years his junior. The Hollywood star revealed to New York Times that when he saw Thomas at a vegan restaurant, he flipped his business card on to her and said, “I must know you.” The old-school pick-up line may cause modern women to roll their eyes and cringe but when it comes to the Baldwins, no further investments are necessary.
Yes, you guessed right! Baldwin and Thomas instantly hit it off and tied the knot in 2012, giving life to four beautiful kids and another “bun in the oven.”
JAMES WOODS AND KRISTEN BAUGUESS
American actor James Woods has a reputation of chasing young women in their 20s. And as he gets older, the age gap between him and his ladylove widens.
Around middle of 2000s, he had an affair with Ashley Madison, who was only 19 while he was 58. After they broke up in 2013, the Nixon star moved on to 20-year old Kristen Bauguess. That time, Woods was already 66, making the couple 46 years apart. Actress Amber Tamblyn cried foul in Twitter and at The New York Times in 2017 when Woods allegedly tried to get on with her when she was just 16 years old. Woods vehemently denied the accusation. We wonder if a lawyer was on standby for his defense.
JACKIE O AND ARISTOTLE ONASSIS
Widowed at only age 34 when her husband, President John F. Kennedy, was assassinated, Jacqueline was left to care for her two small kids and to deal with insurance companies. She remarried after 5 years, to Greek billionaire Aristotle Onassis, 33 years older, who has been her friend for a long while.
Ending abruptly after seven years due to Onassis’ death in 1975, the romance was described as “odd” by former assistant Kathy McKeon in the tribute Jackie’s Girl: My Life With The Kennedy Family. She shared that the couple were “very good to each other” and looked more like friends than lovers.
MEL GIBSON AND ROSALIND ROSS
Mel Gibson was a very in-demand and much-acclaimed actor. So, Hollywood lamented when he ruined his own career by forging one controversy after another. This includes his arrest in 2006 for suspected DUI and for irreverent anti-Semitic remarks. Then, police investigated reports of domestic violence on his ex-partner Oksana Grigorieva. He probably had to deal with a couple of attorneys to back himself up.
But Gibson decided to turn his life around, and 2017 proved to be his year of redemption. Hollywood welcomed him back with an Academy Award nomination for directing Hacksaw Ridge. He also earned a major role in the film Daddy’s Home 2. Most of all, his equestrienne girlfriend Rosalind Ross, 34 years his junior, gave birth to their first child together, Gibson’s ninth.
DON MCLEAN AND PARIS DYLAN
American singer-songwriter Don McLean is also known as the American Troubadour. He has a string of Billboard toppers to his credit, most notably the rock cultural touchstone American Pie and his ode to artist Vincent van Gogh Vincent, which both hit the number 1 spot. His album releases and concerts were very successful, lining him up alongside music icons Bob Dylan and The Beatles.
His current partner, 48 years younger Paris Dylan, is an Instagram model and social media star who enjoys music from the 60s and 70s. This explains why she easily fell for the musician in 2016, when she was only 24 and McLean was 73.
AL PACINO AND LUCILA SOLA
The Godfather star Al Pacino is one of Hollywood’s most important actors. He is well-known for high grossing films including Jack and Jill, Scent of a Woman, Dog Day Afternoon, and The Godfather I and II which proved to be great investments. He is also popular for dating famous beauties such as Diane Keaton, Jill Clayburgh, and Beverly D’Angelo.
But he started a buzz when he dated Argentinian actress Lucila Sola, who was born 36 years after him. The huge age gap didn’t seem to bother the couple who dated from 2011 to 2015 until they decided to be “just friends” as they were both “dedicated to their craft so sustaining a relationship was always going to be tough”, as relayed to The Sun.
MICK JAGGER AND MELANIE HAMRICK
Rolling Stones front man and founding member Mick Jagger is the ultimate embodiment of a rock star. He is famous for his ability to draw a crowd with his awesome voice and signature moves. But beyond that, he is also known for his affection toward beautiful and talented women including models Jerry Hall, Carla Bruni, Anita Pallenberg, Luciana Gimenez, and singer Marianne Faithfull.
His latest conquer is American Ballet Theatre dancer Melanie Hamrick who he started dating in 2014. Despite the 44 years age gap and striking difference in their music genre preferences, the couple seems to hit it off really well. In 2016, they welcomed their first kid together and named him Deveraux Octavian Basil Jagger, probably prompting them to install a home security system.
AIMEE PRESTON AND STEVE TYLER
Aimee Preston used to be the personal assistant of Steven Tyler, 80s rock band Aerosmith’s front man, who was 40 years her senior and enjoying fame and high credit score way before she was conceived. This means that Preston is even younger than Tyler’s model-actress daughter Liv Tyler.
After some years of professional relationship, the two arrived and walked around holding hands at the Elton John AIDS Foundation’s Oscar Viewing Party in 2016 and have officially been an item since then. Preston’s previous clients such as Christina Aguilera spouses David and Victoria Beckham, and Marla Maples (Donald Trump’s ex-wife) were reportedly shocked but happy for the couple.
JASON MOMOA AND LISA BONET
Aquaman star Jason Momoa is every woman’s dream guy but the sexy DC Universe hero only has eyes for The Cosby Show alumna Lisa Bonet. He revealed at the Late Late Show in 2017 that he’s been crushing on Bonet since he was 8 when he saw her on TV and silently vowed “I’m going to stalk you for the rest of my life, and I’m going to get you” adding that “She was a queen, always.” Having someone love you like that is surely more satisfying than any Finance Degree.
Momoa’s dream came true when they started dating in 2005 and tied the knot through a secret wedding in October 2017, which they eventually revealed in US Weekly.
KATE BECKINSALE AND PETE DAVIDSON
Kate Beckinsale seems to have lived the life of her vampire persona who never aged in the film Underworld. In fact, she caught the eyes of comedian Pete Davidson, with whom she has a 2-decade age gap. The couple was first seen flirting at the Golden Globes afterparty followed by a public kiss that went viral. A source told E! News that Beckinsale’s young beau “always has her laughing, and that’s a good feeling to have.”
The relationship seems to be getting serious as Ariana Grande’s ex already met Beckinsale’s parents. Like their fans, the couple is excited to see where it will lead them, be it to a priest or a lawyer, as long as they are together.