Many factors can affect how well we humans can get along with our chosen significant others, and it’s the same whether you are a famous star or not. Enjoying a long-lasting relationship entails that both partners share common interests and activities.
In Hollywood, many pairings with significant age gaps either worked or did not because of what we mentioned above and more. From Calista Flockhart and Harrison Ford to Emilie Livingston and Jeff Goldblum, discover their age differences and if their ships are still sailing as of 2023!
Meital Dohan and Al Pacino (With a 39-year age gap)
Throughout his entertainment career that started in the ’60s, Al Pacino has proven himself as a top actor in the movie and TV industry. Among the number of high-profile actresses linked to “The Godfather” actor was Meital Dohan. The Israeli actress is 39 years younger than he is.
As per a 2020 Independent article, these two love birds ended their relationship roughly two years together because they eventually found the age difference ‘difficult.’ Dohan added she found it hard to be with an “old man.”
Leila George and Sean Penn (With a 32-year age gap)
Sean Penn has been a husband to two well-renowned stars, pop sensation Madonna and actress-director Robin Wright. But after these marriages ended, the “Mystic River” actor entered into a public relationship with a much younger gal.
Australian actress Leila George, initially linked to him in 2019, is 32 years his junior. In 2020, the two-time Academy Award winner tied the knot with the “Mortal Engines” star, only to end up divorcing by September 2021, citing irreconcilable differences for their separation.
Laura Savoie and Dennis Quaid (With a 39-year age gap)
Dennis Quaid has had three failed marriages but didn’t give up on love. His outlook on romance led him to his wife, Laura Savoie. As per People, they began dating in May 2019 after getting acquainted at a business event.
Even with their 39-year age difference, Quaid and Savoie got engaged four months after meeting, exchanging vows by 2020. In a “Today” show interview, the “Innerspace” actor expressed that the age difference doesn’t bother him since he’s connected with his spouse in ways he hasn’t with anybody else before.
Katie Holmes and Tom Cruise (With a 16-year age gap)
Tom Cruise and Katie Holmes were two big names in Hollywood that rocked the entertainment world by getting married in 2006. The “Top Gun” star was formerly together with celebs like Nicole Kidman and Mimi Rogers.
Holmes of “Dawson’s Creek” was 16 years younger than him, but that age gap didn’t stop her from having her own kid named Suri with the “Mission Impossible” actor. Unfortunately, their marriage eventually led to divorce in 2012. As per Radar Online, Holmes made a deal with Cruise that allegedly prohibited her from publicly talking about their separation.
Alba Jancou and Peter Cook (With a 39-year age gap)
As Christie Brinkley’s husband, Peter Cook saw himself become a household name from being a rather unknown gentleman. And after divorcing the supermodel, he started dating a much younger gal named Alba Jancou.
The couple has an age gap of 39 years, and Cook reportedly once lied about her age since it makes her younger than Sailor, his own daughter. In September 2019, Cook and Jancou were on a vacation in Santorini, Greece, when they got engaged, as per Page Six.
Florence Pugh and Zach Braff (With a 21-year age gap)
In his younger years, Zach Braff had crushes on two actresses who were much younger than him: Drew Barrymore and Kirsten Dunst. His preference continued on to his latter years, being in a relationship with Florence Pugh.
Braff and Pugh, who had a 21-year age gap, were first caught out in public in April 2019 in New York City. Sadly, the “Scrubs” actor and the “Black Widow” actress called it quits in 2022 after years of receiving public criticism for their romance.
Anna Lundberg and Michael Sheen (With a 25-year age gap)
Michael Sheen has made headlines in 2019, not just for his part in the show “Prodigal Son” but also for dating a much younger woman. After divorcing Kate Beckinsale, the Welsh star met a lovely young gal named Anna Lundberg, who is also an actress.
Despite their age gap of 25 years, the pair seems to have a great relationship. In May 2022, they even welcomed their second child, making the announcement through a sweet snap, according to Daily Mail.
Kayte Walsh and Kelsey Grammer (With a 25-year age gap)
Kelsey Grammer from “The Real Housewives of Beverly Hills” was on the lookout for a low-key relationship after having a high-profile divorce. It was with Camille Grammer, who was also from the hit reality television show.
When the “Frasier” star met Kayte Walsh, an actress, he was immediately smitten. They got hitched in 2011, while Kelsey was 56 and Walsh was 29. The relentless Republican has four kids from his three previous unions, while he and Walsh have a daughter and two sons as of 2023.
April Love Geary and Robin Thicke (With an 18-year age gap)
After Robin Thicke divorced Paula Patton in 2014, he was already seen dating another woman a few months later. That gal was model April Love Geary, who is 22 years his junior. The engaged lovebirds clearly love each other, as proven by the fact that they have three kids together.
In 2022, Geary defended her relationship with the “Blurred Lines” singer. According to Daily Mail, she did it by sharing a moving Instagram post from their holiday in the Maldives.
Kelsi Taylor and Dane Cook (With a 26-year age gap)
Dane Cook is beloved as a comedian and is engaged to Kelsi Taylor. The “Good Luck Chuck” actor popped the question shortly after they celebrated their fifth anniversary in 2022.
After getting to know each other at Cook’s home for a game night, the pair quickly became friends. Apparently, even with their 26-year age gap, they still had lots of things in common. They’re even comfortable enough in their romance to joke about their age difference, according to Page Six.
Katharine McPhee and David Foster (With a 34-year age gap)
Katharine McPhee and David Foster met on the fifth season of “American Idol,” when the former competed. Foster came on the show as a mentor to help McPhee practice because she was singing a song he wrote.
Eventually, these two fell in love and got engaged in 2018. By June 2019, they were married. But with a 34-year age gap and the fact that four of the Grammy-winning producer’s five daughters are older than McPhee, the media had a field day.
Lori Harvey and P. Diddy (With a 28-year age gap)
Sean Combs, with stage names like Puff Daddy, P. Diddy, or Diddy, has been in showbiz since the early ’90s. Since then, he’s been linked to high-profile names, including pop star Jennifer Lopez. Still, among his longest relationships was with the singer Cassie.
After their romance ended, Diddy began dating socialite Lori Harvey. They had 28 years between them, which might be one of the reasons why the fling between Steve Harvey’s daughter and the rapper/record executive barely lasted three months.
Demi Lovato and Wilmer Valderrama (With a 12-year age gap)
Wilmer Valderrama’s preference for younger girls has garnered lots of attention in the past, particularly during his six-year engagement with songstress Demi Lovato. They dated between 2010 and 2016, making their relationship public when the pop star turned 18.
Valderrama and Lovato had a 12-year age gap and eventually ended their love story because of it, as per HITC. The “Charming” actor has since been engaged to Amanda Pacheco, with whom he shared one kid, while the singer-songwriter has released her eighth album in August 2022.
Jennifer Flavin and Sylvester Stallone (With a 22-year age gap)
Sylvester Stallone’s name conjures up images of a sweat-drenched boxer from “Rocky.” The film franchise, perhaps his most famous acting project, also had him working with Jennifer Flavin, who was in “Rocky V.” They initially met in 1988 at a Beverly Hills restaurant.
Stallone and Flavin have a 23-year age difference. In 1994, “The Expendables” star’s bachelor lifestyle drove them to break up. They eventually got back together and went on to tie the knot in 1997. The couple split in August 2022 but were back in each other’s arms by November of that year.
Rosalind Ross and Mel Gibson (With a 35-year age gap)
Mel Gibson has had his fair share of issues over the years, but he is still among Hollywood’s most recognized faces. His relationships have received lots of attention due to his position in the entertainment realm, including his relationship with Rosalind Ross.
The “Father Stu” director is 35 years younger than Gibson. He met her after she got hired to co-write a script for his production company. It was in 2014 when it was revealed that the writer/former champion equestrian was together with the “Braveheart” actor/director.
Lindsay Shookus and Ben Affleck (With an 8-year age gap)
Ben Affleck may have rekindled his legendary love with Jennifer Lopez in July 2021. Still, it doesn’t erase the fact that he has had multiple relationships with younger gals after initially breaking off his engagement with the “Selena” star in 2004.
Lindsey Shookus was among his previous partners. They had an age difference of eight years and managed to stay together between 2017 and 2019. Shookus, a “Saturday Night Live” producer and talent department head, left after two decades on the show.
Katherine Schwarzenegger and Chris Pratt (With an 11-year age gap)
Since Chris Pratt began his entertainment career in the early ’00s, he has transitioned from being a regular comedian to a leading man. The “Guardians of the Galaxy” star was once married to Anna Faris. But after divorcing her, he found romance with Katherine Schwarzenegger.
Despite the 11-year age difference, Pratt and Schwarzenegger became husband and wife after exchanging vows in June 2019. As of 2023, the mother of two told Us Weekly that she’s into having lots of children and a big family.
Alexis Roderick and Billy Joel (With a 32-year age gap)
Billy Joel, despite going through three failed marriages, never gave up hope in love. The Grammy winner eventually found it in his fourth wife, Alexis Roderick, after his unions with model Christie Brinkley and food writer Katie Lee ended.
Even with a 32-year age gap, the musical prodigy decided to marry the equestrian in 2015. As per Dail Mail, Joel and Roderick got hitched in a ceremony that surprised their guests at their annual Fourth of July party held at his massive Long Island estate.
