54 Hollywood Icons and Their Age Gap with Their Partners

Cliche or not, the heart wants what the heart wants. We have no control over who we end up falling in love with. While love doesn’t care if a person is younger or older than us, we certainly do! When it comes to romance, whether you’re an ordinary citizen or a well-known celebrity, numerous factors contribute to the level of chemistry between you and your partner. Sharing interests or hobbies in common is always a good thing, and this usually comes when you’re of a similar age. Of course, what’s “usual” isn’t always what’s right for every couple. 

People worry excessively about age gaps because of the social stigma attached to them. Because of this, when we develop feelings for someone outside of our age range, we assume those feelings are “incorrect.” One place where this sentiment doesn’t hold true in Hollywood. Many famous couples have astonishing age gaps, just like these 40 famous men who had long-term relationships with younger partners.

Tom Cruise and Katie Holmes (16 Years)

The Mission: Impossible franchise made Tom Cruise a household name. Known for both his clean-cut good looks and his acting flexibility, he was one of Hollywood’s most beloved leading men. Tom dated a number of famous personalities, including Nicole Kidman and Mimi Rogers.

As he grew older, Tom Cruise found himself falling for a woman who was 16 years younger than him. Tom Cruise eventually married the actress Katie Holmes who has also made her mark in Hollywood on both the big and small screens. Though the relationship didn’t last, neither of them seemed to mind their age difference.

Leonardo DiCaprio and Camila Morrone (23 Years)

Everyone is familiar with one of the most iconic roles Leonardo DiCaprio ever played – Jack Dawson from the 1998 iconic movie Titanic. Leonardo DiCaprio has enjoyed an interesting dating history – one that everyone has been keeping tabs on due to his prominence in the entertainment industry. Considering his talent and wealth, it’s no wonder that Leo has found himself in a number of high-profile relationships.

DiCaprio has never been one to put down roots. But Camila Morrone, the actress he is currently dating, may eventually persuade him to do so. While they’ve kept their relationship private, the two have been dating since late 2017. They were spotted together in Malibu in late March 2021. This pair has a 23-year age difference, but it doesn’t appear to bother them in the least.

David Foster and Katherine McPhee (34 Years)

David Foster and Katharine McPhee have an exciting story of how they met. The two initially met on the fifth season of American Idol – the season in which Katharine was a competitor. David came to Katharine’s aid since she was set to sing a song he had originally written.

As a result of David’s role as her mentor, the two formed a close connection. Though Katharine was concerned about the public’s perception of their relationship, the two confirmed their engagement in 2018. The couple’s 34-year age difference drew the media’s attention more than any other details of their relationship.

Jay-Z and Beyoncé (11 Years)

Jay-Z and Beyoncé are unquestionably the king and queen of today’s pop scene, having been dubbed the world’s most recognized musical couple. Even though they initially met in early 2000, they didn’t begin dating until 2001. In 2008, they secretly wed in front of their friends and family.

According to speculation, the couple’s relationship has been plagued by cheating and other shady affairs. They were able to stay together and keep their marriage intact despite their tough run, and they now have three children. It goes without saying that despite their age difference of 11 years, they have a strong relationship.

Sean Penn and Leila George (32 Years)

Sean Penn rose to prominence as a lead actor after starring in the 1995 movie Dead Man Walking. He has been married to some high-profile people during the course of his long and stellar career, including Madonna. However, after less than four years of marriage, Madonna and Penn got divorced. It appears Sean moved on to a more youthful set once that relationship ended.

Sean Penn got into a relationship with Layla George, an Australian-American actress who is 32 years his junior. After four years of dating, the 61-year-old actor and his girlfriend Leila George married in an intimate ceremony in July 2020. However, the actress filed for divorce after only a year of marriage.

Kelsey Grammer and Kayte Walsh (25 Years)

Kelsey Grammer was best known for playing psychiatrist Dr. Frasier Crane on the NBC sitcom Cheers and its spin-off Frasier for two decades. After his widely publicized divorce from Camille Grammer on the smash reality television show Real Housewives of Beverly Hills, Kelsey sought a more low-key relationship.

Soon after meeting Kayte Walsh, who is 25 years his junior, the two of them developed feelings for each other. They were married two weeks after the actor’s divorce was finalized. Kelsey and Kayte married at the Plaza Hotel in New York City and now have two children, Faith and Kelsey.

Ben Affleck and Lindsay Shookus (8 Years)

Jennifer Lopez and Ben Affleck’s rekindled romance has recently made the news. While vacationing in St. Tropez and Italy this summer, the Bennifer pair gave their fans an up-close and personal peek at their romance. In the past, however, Affleck has had a number of romances with younger women.

Lindsey Shookus, a producer for Saturday Night Live, was one of them. Though there was only an eight-year age difference, it could have been a deal-breaker for Lindsey as their relationship was short-lived. Ben went on to date younger women before rekindling his flame with J-Lo.

Steven Tyler and Aimee Ann Preston (41 Years)

Steven Tyler is the lead singer of the famous rock band Aerosmith, with hits like ‘Dream On’ and ‘Walk This Way’ to his name. He was one of rock ‘n’ roll’s most recognizable stars. Aerosmith has won many awards, and in the process, Tyler became famous for more than just his singing talent. He also became an infamous womanizer. 

Steven Tyler had been married twice. Currently, he is dating his secretary, Aimee Ann Preston. The professional relationship gradually grew into a romantic relationship. Aimee is 33 years old and is older than only one of his daughters. Although she and the rockstar are 41 years apart in age, they seem to be very much in love.

Zach Braff and Florence Pugh (21 Years)

Zach Braff appears to have a fondness for younger ladies these days, but this wasn’t always the case. He had been romantically linked to several high-profile actresses, including Kirsten Dunst and Drew Barrymore. Still, he eventually found love with an actress who was considerably younger than him.

Zach Braff and Florence Pugh have been dating since 2019, despite their 21-year age difference. Their relationship has been called into question countless times, yet the Black Widow actress and her boyfriend appear to be inseparable – they even adopted a dog together!

Al Pacino and Meital Dohan (39 Years)

Actor and director Al Pacino is one of only a handful of actors to have won the Triple Crown of Acting, a feat he has accomplished throughout a career spanning more than five decades. For decades, Al Pacino has been a constant presence in Hollywood. When it comes to romance, he has been linked to several other high-profile women.

Al had been in multiple relationships, but anytime the subject of marriage or the term “husband” came up, the celebrity would walk away, distancing himself from the relationship. Although many of these ladies were closer to his age, he appears to have chosen to date younger women of late. Most recently, he was connected to Israeli movie star Meital Dohan, who is 39 years younger than him.

Sean Combs and Lori Harvey (28 Years)

Sean Combs, more recognizable by his stage names Puff Daddy, P. Diddy, Puffy, or Diddy, is a famous American rapper. In the course of his career, he has been linked to several high-profile women, including Jennifer Lopez. Puff Daddy dated the singer Cassie the longest. They had an on-and-off relationship for over ten years.

When this romance ended, the entrepreneur started dating Lori Harvey. In the past, there was suspicion that Lori and the rapper were engaged because she wore an engagement ring on her ring finger. Lori shot down the rumors on Instagram, stating, “I’m not engaged.” The 28-year age gap between the two may have contributed to the short-lived nature of the relationship, which lasted for three months.

Dennis Quaid and Laura Savoie (39 Years)

Dennis Quaid is a famous American actor who has appeared in a wide range of dramatic and comedic roles. Though he had been married three times before, he still craved a meaningful connection. The actor, who is 66 years old, found a means to keep his dating life more discreet, and he eventually ended up proposing to a non-showbiz woman who was far younger than him.

Dennis Quaid dated Laura Savoie, who is in her late-20s which makes her roughly four decades younger than the actor. He proposed to Savoie just four months after meeting her, despite their 39-year age difference. Since then, they’ve married and appear to be in love.

Wilmer Valderrama and Demi Lovato (12 Years)

After his relationship with Demi Lovato, Wilmer Valderrama’s taste for younger ladies did not seem to change. His personal preferences have garnered a great deal of attention in the past, particularly during his six-year romance with pop star Demi Lovato.

The couple, despite a 12-year age disparity, appeared to be able to work out their differences. However, they eventually split up and went on with their lives. Wilmer is, at the time of writing, engaged to Amanda Pacheco, the mother of his child.

Harrison Ford and Calista Flockhart (22 Years)

Harrison Ford, the star of Indiana Jones, has been the target of numerous tabloid rumors about his alleged affairs. All of this drama seemed to drift away when he found love with Calista Flockhart. Harrison first met Calista, who is 22 years his junior, at the Golden Globes in 2002.

The two have been together since 2002 and have a kid together. After almost two decades of dating, the stars appear to be more in love than ever. In this situation, the age difference seems to have worked out perfectly.

Chris Pratt and Katherine Schwarzenegger (11 Years)

Chris Pratt has established himself as a leading man over the last few years, which has heightened the interest in his personal life. After eight years of being together, Chris Pratt and Anna Faris announced their separation, shocking Hollywood. In the end, the star of Guardians of the Galaxy found a new partner.

Chris Pratt wed Katherine Schwarzenegger, the daughter of actor Arnold Schwarzenegger. It didn’t appear to bother them that their age disparity was 11 years. As a result of their union, they now have a child.

Brad Pitt and Nicole Poturalski (29 Years)

After more than a decade together and two years of marriage, Jolie and Pitt ended their relationship in 2016. This divorce has kept him in the public eye for the past few years. The paparazzi and the tabloid press have so much information on Brad that you’d think he’d avoid getting romantically involved again.

Brad appeared to have found new love with the German model Nicole Poturalski, despite their 29-year age difference. However, Pitt and Poturalski broke up after little more than two months of dating.