Many factors influence how much chemistry a couple has, whether you’re a simple man or one of the many celebrities who grace magazine covers and movie screens around the world. It’s always a plus if you have similar interests or hobbies, which usually indicates that you’re close in age. However, many well-known men in Hollywood have girlfriends who are getting younger and younger. Here are a few examples.
Steven Tyler and Aimee Ann Preston (41 Years)
Steven Tyler is among the most well-known rock stars of all time. He has received numerous awards and garnered a great deal of attention over the course of his decades-long career with Aerosmith, particularly for the ones he flaunts around on his arm.
By chance, Amy Ann Preston, his personal assistant, was one of these people. Despite their 41-year age difference, this young professional had a romantic relationship with the rockstar.
Leonardo DiCaprio and Camila Morrone (23 Years)
Leonardo DiCaprio has always had the paparazzi’s attention when he was dating women because of his long career in the entertainment industry. It’s no surprise that Leo has been involved in a number of high-profile relationships as a result of his impressive on-screen abilities.
Camilla Morrone, a stunning woman who has been spotted out and about in town with him, is another of his relationships. The fact that they are two years apart in age does not appear to bother them in the least.
Al Pacino and Meital Dohan (39 Years)
Al Pacino has been a mainstay of Hollywood’s elite for many years. He’s never been married and has previously been linked to a number of other well-known actresses.
Regardless of the fact that several of these women were his age or younger, he appears to have decided to date Israeli actress Meital Dohan, who is 39 years younger than he is.
Sean Penn and Leila George (32 Years)
Throughout his illustrious and extended career, Sean Penn has married a number of well-known celebrities. Of course, Madonna and Robin Wright are among them, but it looks that Sean turned to the younger crowd once those relationships ended.
As a result of this, he ended up in a public relationship with a considerably younger woman. Layla George, the actress who was linked to him in 2019, is 32 years younger than he is.
Dennis Quaid and Laura Savoie (39 Years)
Despite his three previous marriages, Dennis Quaid yearned for a genuine connection. As a result, the 65-year-old actor created a strategy to keep his dating life hidden, eventually proposing to a considerably younger woman.
Despite the fact that they were 39 years difference in age, he proposed to Laura Savoie barely four months after meeting her. Since then, the couple has married and appears to be happy together.
Tom Cruise and Katie Holmes (16 Years)
Tom Cruise and Katie Holmes have made a name for themselves in Hollywood, appearing in both feature films and television shows. Tom had past relationships with Nicole Kidman and Mimi Rogers before Katie.
Tom Cruise, on the other hand, did eventually fall in love with a young woman 16 years younger than he is. Regardless, it didn’t seem to affect either of them. The couple’s breakup was not caused by their age gap.
Pete Cook and Alba Jancou (39 Years)
Pete Cook may not be a big name, but he was pushed into the spotlight when he married Christie Brinkley. Following their divorce, Pete began dating women who were a year or two younger than his ex-wife.
In fact, he is head over heels in love with Alba Jancou, a 21-year-old model. This means he and his partner are 39 years age difference, and his partner is younger than his daughter. That didn’t stop him from proposing to his long-term partner, though.
Zach Braff and Florence Pugh (21 Years)
Zach Braff currently looks to have a thing for younger ladies, but he didn’t always. He had previously been linked to prominent stars such as Kirsten Dunst and Drew Barrymore, but he eventually married a much younger actress.
Zach Braff and Florence Pugh have been dating since 2019, despite their 21-year age gap. The Black Widow actress and her lover have had to defend their connection on multiple times, but their relationship appears to be strong.
Michael Sheen and Anna Lundberg (25 Years)
Michael Sheen has lately made news for his appearance in the television drama Prodigal Son, but many people believe he goes against the grain in other ways as well. After his marriage to Kate Beckinsale ended, Sheen became connected with Anna Lundberg, a gorgeous young woman.
Given their 25-year age gap, the pair appears to be happy and successful in their marriage. With the arrival of a kid in September of this year, their family has grown even larger.
Kelsey Grammer and Kayte Walsh (25 Years)
Following his widely publicized divorce from Camille Grammer, whom he met while working on the smash reality television show The Real Housewives of Beverly Hills, Kelsey desired a more low-key relationship.
Kayte Walsh, who is 25 years younger than the 64-year-old actor, fell in love with him after meeting on the set of a film. The couple was walking down the aisle as husband and wife in no time.
Robin Thicke and April Love Geary (18 Years)
Many Hollywood stars appear to seek out partners who are the polar opposite of the person they recently left after a terrible split. That was the situation with Robin Thicke, who divorced his previous wife, Paula Patton, after a turbulent marriage.
Even then, Thicke began dating a new lady, model April Love Geary, a few months later, so it must not have been so awful. They appear to be madly in love, especially after welcoming three children into the world together.
Dane Cook and Kelsi Taylor (26 Years)
A well-known comedian, Dane Cook likes to keep things interesting. Maybe that’s why he chose Kelsi Taylor, a younger woman, as his first date partner. However, their long-term relationship suggests that it’s working.
Although they are 26 years apart in age, the two quickly developed a friendship after meeting at a game night at Cook’s house. Despite their age difference, the two have a lot of things in common.
David Foster and Katherine McPhee (34 Years)
When it comes to romantic entanglements and how a couple meets, there are a lot of great stories. Katharine McPhee and David Foster met on the fifth season of American Idol, when Katharine was a contestant. David came over to help Katharine practice because she was going to be performing a song that he had written.
The two developed a friendship with David as her mentor and eventually announced their engagement in 2018. The media, understandably, focused on their 34-year age difference rather than their relationship.
P. Diddy and Lori Harvey (28 Years)
Sean Combs has a long history in show business, and as a result, he’s been linked to a number of high-profile relationships, including Jennifer Lopez. But it was with Cassie, a singer, that he spent the most time.
When their relationship ended, the entrepreneur started dating Lori Harvey. The two were 28 years apart in age, which could explain why the relationship only lasted three months.
Wilmer Valderrama and Demi Lovato (12 Years)
Even though their relationship is over, Wilmer Valderrama appears to have a thing for younger women. His preferences have gotten a lot of attention in the past, especially during his six-year relationship with singer Demi Lovato.
Despite their 12-year age difference, the couple appeared to be able to work through their differences. The two eventually broke up and moved on with their lives. Wilmer is currently engaged to Amanda Pacheco, with whom he has a child.
Sylvester Stallone and Jennifer Flavin (22 Years)
The name Sylvester Stallone conjures up images of a sweat-drenched boxer punching a slab of meat. Rocky, perhaps his most famous role, also introduced him to his sweetheart, with whom he’s been together for more than two decades!
When Stallone was 42 and Jennifer Flavin was 19, they met on the set of Rocky V. They appear to have no issues with their 22-year age difference after 24 years together.
Mel Gibson and Rosalind Ross (35 Years)
Even though Mel Gibson has had his share of controversy over the years, he remains one of Hollywood’s most recognizable actors. Any relationship he has receives a lot of attention because of his position in the entertainment industry.
His relationship with Rosalind Ross, who is 35 years younger than him, is an example of this trend. This significant age difference could be a problem for some, but it does not appear to be a problem for them.
Ben Affleck and Lindsay Shookus (8 Years)
Ben Affleck has been in the news recently for rekindling his famous relationship with Jennifer Lopez. They appear to be happy, but Affleck has had several relationships with younger women between his divorce from Jennifer Garner and now.
Lindsey Shookus, a Saturday Night Live producer, was one of them. Even though the age difference was only eight years, it could have been a deal-breaker. Although the relationship didn’t last, Ben moved on to younger women.
Chris Pratt and Katherine Schwarzenegger (11 Years)
Over the last few years, Chris Pratt has established himself as a leading man, which has increased the public’s interest in his romantic relationships. Chris eventually found new love after he and his ex-wife Anna Faris split.
Pratt and Katherine Schwarzenegger tied the knot after walking down the aisle and exchanging vows, despite their 11-year age difference. Since then, they’ve expanded their family by welcoming a child into their home.
Billy Joel and Alexis Roderick (32 Years)
Billy Joel, despite his numerous marriages, never gave up hope and continued his search for “the one.” He found love with his fourth wife after his marriages to Christie Brinkley and food writer Katie Lee ended.
It appears that dating a woman half his age is working out just fine for him. The musical genius tied the knot with Alexis Roderick in 2015, and the couple has been enjoying each other’s company ever since — despite their 32-year difference in age.
Ben Affleck and Ana de Armas (16 Years)
It’s Ben Affleck again! Following his divorce from Jennifer Garner, the actor had several long-term relationships with younger women, all of which seem to have ended now that he and J.Lo have rekindled their romance.
Nonetheless, there are a few of Ben’s previous relationships worth mentioning. He was romantically linked to Ana de Armas, a Cuban film star who is 16 years younger than the award-winning actor.
Scott Disick and Sofia Richie (15 Years)
On the hit reality television show Keeping Up With the Kardashians, Scott Disick rose to fame as Kourtney Kardashian’s boyfriend. Scott and Kourtney’s on-again, off-again relationship eventually came to an end — and Scott moved on.
In 2017, Disick announced to the world that he had been dating Lionel Richie’s 15-year-younger daughter, Sofia Richie. Richie is close friends with many members of the Kardashian family, making this a unique relationship. However, they are no longer together as of 2020.
Alec Baldwin and Hilaria Thomas (26 Years)
Alec Baldwin has been a part of the Hollywood scene for decades and has been involved in a number of high-profile relationships, including his tumultuous marriage to actress Kim Basinger. Many people were curious to see who would be the next woman on his arm after that relationship ended.
Alec eventually met Hilaria Thomas, and despite their 26-year age difference, they hit it off right away. They fell in love so much that they decided to tie the knot. They now have a total of four children.
Josh Duhamel and Audra Mari (21 Years)
It must be difficult to keep a marriage together when the spotlight is always on you. Josh Duhamel had been married to Fergie, a musician, for eight years when they decided to break up.
Josh has been linked to a number of people since the breakup, the most recent being model Audra Mari. Audra, who is 21 years younger than Josh, was crowned Miss World America 2016.
Harrison Ford and Calista Flockhart (22 Years)
Harrison Ford has starred in a number of memorable roles and has been the subject of numerous cheating scandals in the press. But, after falling in love with Calista Flockhart, it’s possible that he’ll be able to put all of that behind him.
A child has been shared between Calista Flockhart, who is 22 years younger, and Harrison, who has been with her since 2002. It appears that the age difference may have played a role in this situation.
Nicolas Cage and Alice Kim (20 Years)
Nicolas Cage had already married twice before meeting Alice Kim, his third wife. They met while Kim was working as a waitress at a sushi restaurant, and they hit it off. They eventually tied the knot.
The two eventually split up, whether it was due to their 20-year age difference or simply because their relationship wasn’t working. Cage would not, however, attach himself to another younger woman.
Jeff Goldblum and Emilie Livingston (30 Years)
Throughout the 1980s, Jeff Goldblum tried his hand at marriage a couple of times and failed miserably on both counts. Jeff seemed to be out of luck when it came to love, even though each marriage ended on its own time and for different reasons.
That is, until Jeff Goldblum and Emilie Livingston crossed paths in 2014. Emilie, who is 30 years younger than Jeff, has remained by his side ever since, and the two of them have even raised two children together.
Bruce Willis and Emma Heming (24 years)
One of the most iconic ’90s couples was Bruce Willis and Demi Moore. Despite this, their marriage did not last, and the two remain friends to this day. Moore and Willis, in any case, went their separate ways. Bruce would eventually find new love, though it would take a decade after the divorce was finalized.
Willis has had a number of relationships over the years, but none of them have lasted until he met Emma Hemming, who is 24 years his junior. They were so smitten by each other that they married in 2009 and have since welcomed two children into their lives.
Lorenzo Lamas and Kenna Nicole Smith (27 Years)
Lorenzo Lamas may not be as well-known as some of the others, but he had a successful run on hit shows such as Falcon Crest. Lorenzo seemed doomed to be a perpetual bachelor after four failed marriages — until he met Kenna Nicole Smith, that is.
Despite their 27-year age difference, Lorenzo and Kenna eventually began dating after being introduced by his godmother. Their relationship quickly blossomed into marriage, and they are now inseparable.
James Woods and Sara Miller (42 Years)
When it comes to romantic relationships, 74-year-old actor James Woods has spent a lot of time in the spotlight. He appeared to be done with that aspect of his life after two previous marriages.
Until, of course, he met Sarah Miller! Despite their 42-year age difference, Woods and Miller can’t seem to stay away from each other. The critically acclaimed actor sparked engagement rumors recently when he was seen at a restaurant with his 32-year-old girlfriend, who was wearing a massive diamond on her ring finger.
Nicolas Cage and Riko Shibata (30 years)
Nicolas Cage began dating again after his marriage to Alice Kim ended. But this time, he decided to try a younger woman to see if he could make things work. As a result, he made his relationship with Riko Shibata public at the Independent Spirit Awards in 2020.
The two are separated by a 30-year age difference. Still, it doesn’t appear to bother them too much, as they were married less than a month after making their debut.
Lionel Richie and Lisa Parigi (40 Years)
Sofia isn’t the only Richie on the list, it appears! Lionel Richie has been singing love songs for decades and has, of course, had many love affairs. However, when Lionel began dating Lisa Parigi in 2014, he kept it very quiet.
It wasn’t until 2021 that the couple’s relationship was suddenly called into question, and people began to bring up the 40-year age difference. Despite all of the negative feedback on social media, however, the two are still deeply in love.
Brad Pitt and Nicole Poturalski (29 Years)
Brad Pitt has been in the spotlight for several years as a result of his divorce from Angelina Jolie. You’d think that with so much being exploited by the paparazzi and tabloid press, Brad would avoid any romantic entanglements.
In 2020, however, he was caught on camera with a new woman named Nicole Poturalski. Despite their 29-year age difference, this German model appears to be Brad’s new love interest.
Dolph Lundgren and Emma Krokdal (38 Years)
Rocky sequels gave Dolph Lundgren his first break in the film industry, where he played a Russian boxer. Throughout the years, he has appeared in a number of films and is still active in the entertainment industry today.
Nevertheless, until his most recent relationship with Emma Krokdal, a Norwegian personal trainer, his romantic relationships have remained under the radar. Because of the couple’s 38-year age difference, their relationship has made headlines.
Vincent Cassel and Tina Kunakey (30 Years)
Vincent Cassel is a French actor who has appeared in films such as Westworld and Ocean’s 12 as well as television shows. He’s known for his real-life romantic relationships as well as his movie roles, where he usually plays a tough guy.
His current wife and he are 30 years apart in age. In August 2018, the couple celebrated their three-year relationship with a wedding. They were soon joined in the world by a baby girl!
John Stamos and Caitlin McHugh (22 Years)
Whether or not he has finally settled down, John Stamos was — and still is — a heartthrob. He and his wife met in 2015 while filming an episode of a television show. They began dating soon after and eventually married.
Many people predicted that this relationship would fail because of the 22-year age difference, but the two of them are still head over heels in love. Billy is the name of their only child, whom they have together.
Richard Gere and Alejandra Silva (34 Years)
Richard Gere is one of those actors who nearly every woman has had a crush on at some point in her life. However, in 2015, Alejandra Silva appeared to have nabbed him. They dated for a while before going public with their relationship.
Perhaps it was because of the 34-year age difference, or perhaps it was simply because they wanted some alone time. They married in 2018 and have two children together since then.
Gavin Rossdale and Sophia Thomalla (24 Years)
Gavin Rossdale didn’t waste any time getting back into the dating scene after his public and messy divorce from his rockstar wife, Gwen Stefani. He began dating German model Sophia Thomalla in 2017.
However, the relationship only lasted a year. Everyone couldn’t stop remarking on Gavin’s 24-year age difference and the fact that he was dating a woman a year younger than his oldest daughter.
Mathew McConaughey and Camila Alves (14 Years)
Matthew McConaughey may appear to be a perpetual ladies man to some, but in 2007, he met Camila Alves, who would change that. Something must have clicked because they married in 2012.
However, even though they are 14 years apart in age, the couple appears to have a relationship that is strong enough to support the birth of three children together as a family.
Tony Benett and Susan Crow (40 Years)
Despite the fact that Tony Benett’s heyday has long passed him by, it appears that he is still in the business of creating new sensations as evidenced by his marriage to the third time in his life. Bennett tied the knot with Susan Crow in 2007.
They were rumored to have been dating for 20 years before finally marrying. Crow and Benett first met when she was in her twenties and went to one of Benett’s concerts. Bennett met Crow even before she was born, when her mother went to one of his concerts while she was still a fetus. Despite their 40-year age difference, they ended up together.
Jason Statham and Rosie Huntington-Whiteley (20 Years)
A woman 20 years younger than the anti-hero is married to him. The couple has been married since 2010. ‘Transformers: The Dark Moon’ was the setting where the two first crossed paths.
They didn’t make it official until a year later. It took another year for both of them to decide they were ready to take their “official” status to the next level, or settle down as we like to call it. In this relationship, the 20-year age difference is clearly not an issue.
Jay-Z and Beyoncé (11 Years)
Jay-Z and Beyonce are the ultimate king and queen of the contemporary pop scene, having been dubbed the most famous duo in the music world. They met in the early 2000s but did not begin dating until 2001. They married in secret in 2008.
According to rumors, the couple’s relationship has been marred by cheating incidents and other scandalous affairs since then. Despite their difficult journey together, they managed to stay together and have three children. Their 11-year age difference, of course, has little impact on their relationship.
Jimmy Page and Scarlett Sabet (46 Years)
The Led Zeppelin guitarist and twice-married rock legend Jimmy Page is 46 years older than Scarlett Sabet, his girlfriend. When Page came across Sabet’s poetry reading in a bookshop in 2014, the two fell in love at first sight.
Sabet’s words seemed to move Page, and one thing led to another. Since that time at the bookshop, the couple has been dating for six years. The 46-year age difference between them doesn’t appear to be a drawback!
Marques Houston and Miya Dickey (20 Years)
Houston is twenty years older than his (really) young wife, who is better known as Mark Evans from Sister, Sister. When she married Houston, Dickey was only 19 years old. Because of his wife’s young age, nasty rumors about their relationship’s start have spread.
Houston allegedly began dating Dickey before she was an adult, according to some reports. Houston has refuted these rumors. We wish them a long and happy marriage, and may their 20-year age gap never separate them.
Julius Tenon and Viola Davis (12 Years)
Tenon met his future wife Viola Davis by chance when he overheard her saying she wanted to meet someone “special.” Tenon began his career as a football player in college and eventually ended up in the film industry.
They’ve been married since 2003 and have a daughter, Genesis, who they adopted in 2011. The 12-year age difference between them doesn’t seem to have stopped them from having a wonderful relationship for so long.
Patrick Stewart and Sunny Ozell (38 Years)
Professor X’s, or more accurately Patrick Stewart’s, wife is 38 years younger than him. Stewart met Ozell, a jazz singer, through a mutual friend in 2008. Stewart is best known for playing Captain Jean-Luc Pickard in the Star Trek franchise. After dating for five years, the two decided to marry in 2013.
The only issue they had, according to reports, was Ozell meeting Stewart’s children, who were close in age to her. Aside from that, it appears that despite their 38-year age difference, these two lovebirds get along pretty smoothly.
David Cross and Amber Tambly (19 Years)
Despite their vast age gap, the couple has been married for more than ten years. In 2007, they met on a flight from Houston to Louisiana. Tambly, a Cross fan, became enthralled when she noticed the actor sitting not far from her.
Following four years of dating, in 2011, they became engaged, and they were married a year later. According to the way things appear, despite their 19-year age difference, their relationship has remained strong throughout the years.
Warren Beatty and Annette Bening (22 Years)
When Warren Beatty, a notorious Hollywood bachelor, met Bening, he changed his ways for the better. In 1991, Bening was 33 years old and Beatley was 54 years old when he cast her in his film Bugsy.
Despite promising not to hit on her until the filming was finished, he broke his promise near the end and invited her out to dinner. It didn’t take the couple long to realize that this was the one, as they married a year later. Furthermore, their 22-year separation had no impact on their relationship, as they have been together since.
Bob Saget and Kelly Rizzo (23 Years)
Bob Saget, best known for his role on Full House, got married to Kelly Rizzo, who is 23 years younger than him. To refresh your memory, Rizzo is a food and travel blogger who also hosts the streaming series Eat Travel Rock.
In 2015, Saget met Rizzo through a mutual friend. Saget then sent her an Instagram direct message, and things took off from there. They decided to marry three years later, and it appears that their 23-year age difference does not prevent them from enjoying each other’s company.
George Clooney and Amal Alamuddin (17 Years)
Silverfox George Clooney has stated on numerous occasions that he will never marry. He planned to remain a bachelor in Hollywood forever, but in 2013, he met a lovely young attorney who changed his mind about marriage.
Amal Alamuddin and George Alamuddin started dating and married in Venice, Italy, a year later. The fact that they were 17 years apart seemed to make no difference in their relationship.
Michael Fassbender and Alicia Vikander (11 Years)
On the set of a movie, you can sometimes find love in Hollywood. That’s what happened to Michael Fassbender and Alicia Vikander in the film The Light Between Two Oceans, where they played a married couple.
The 11-year age difference appears to have made no difference, as the two married in Spain a year later. Clearly, the media cares more about their age difference than they do!
Randy Jackson and Simone (35 Years)
Randy Jackson was a well-known music producer before becoming a judge on the popular singing competition show American Idol. When he moved into the spotlight, he did, however, expose himself up to love interest.
His relationship with musician Simone, as well as other parts of his life, are included. Despite the fact that they are 35 years apart in age, they seem to enjoy each other’s company.
Jeffrey Morgan and Hilarie Burton (16 Years)
From appearing in the hit horror program The Walking Dead to portraying Dean and Sam’s father on Supernatural, Jeffrey Morgan has done it all. When it comes to romantic attempts, though, his relationship with fellow actor Hilarie Burton has attracted the most attention.
They began dating in 2009 and married 10 years later. The 16-year age difference seemed to make little difference to them when it came to getting married and having children.
Michael Douglas and Catherine Zeta-Jones (25 Years)
Michael Douglas and Catherine Zeta-Jones have been married for over two decades and are one of Hollywood’s most stunning couples. There was a lot of talk when they initially started dating about their 25-year age gap and how it might influence their relationship.
Their age difference certainly does not bother them, as proven by the fact that they have been happily married for a long period despite having battled with some major challenges over the years.