Friends star David (49) is known for his attraction to younger women. He married British singer Zoe Buckman (pictured, 25) in 2010, and before that, he dated actress Carla Alapont (32). Zoe and Buckman didn’t work out, so he’s probably onto the next young lady.
In the eight confirmed relationships he’s been in, only two have actually been close to his age. That’s not great odds. Meanwhile, we’re still pining for him to be with Rachel. Actually, maybe Rachel dodged a serious bullet here. It wasn't like Ross was a catch…
The Scarface actor (59) has been married and divorced three times, so last year Steven attempted to woo a new kind of woman: 19-year-old Lyda Loudon. Imagine how weird this must be for his own children, who are in their twenties, to have a potential stepmom who can’t even legally drink.
As if that wasn’t enough, he also dated Monica Ramon, who is around 20 years younger than Bauer. About the only woman Bauer dated that wasn’t young enough to be his kid was Melanie Griffith and that was in the ‘80s.
Mel Gibson (60) can’t seem to ever escape controversy, but this time it’s not for any anti-Semitic comments. He is currently dating Rosalind Ross (25). The couple isn’t seen together in public very often. Apparently, Rosalind does not like all of the negative attention.
We’re not sure what she expects for dating someone who could be her grandfather. Even before Ross, Gibson dated Oksana Pochepa, who was also half his age. He’s got something for Oksana’s because Oksana Grigorieva was also on his “dated” list (and she’s over 10 years younger).
Jerry Seinfeld has a history of dating younger women. In 1999, he married Jessica Sklar when she was 28, and he was 45.
Before that, he was in a relationship with a 17-year-old high school student named Shoshanna Lonstein. At the time, he was in his late 30s.
Dear, Leo. He has a habit of dating women in their 20s, which was normal when he was also twenty-something.
As he’s getting older – into his 40s – he’s still going for women that are in their early 20s. Many of them are Victoria's Secret models. His current girlfriend is actually 21!
People are beginning to notice how James Woods has an eye for younger women – so much so that it became a moment of satire in an episode of Family Guy. At 66, he dated a woman that was 20 when he was 66. Before that was a 19-year-old.
He also had an inappropriate encounter with Melanie Griffith when she was just 15 when he had to know if she had a boyfriend.
Matthew is a dreamboat in the eyes of many women, but he’s currently taken by Camila Alves. This couple has an age gap of 14 years, but they’re quite happy. They have three children together and never stray far from each other.
However, before Alves, there were other women he dated like Cassandra Hepburn who is nearly 10 years younger than him. Prior to that was Penelope Cruz, who was only about five years younger. With every woman, they get younger and younger.
George Clooney may be one of the most attractive men alive, but women his age have a hard time dating him.
Since the early 2000s, he’s preferred women that are in their 30s and 40s. Most of his recent girlfriends have had an age gap of 16 to 18 years.
Bruce Willis prefers to date younger women as long as they aren’t too famous. After his divorce from Demi Moore, he got engaged to Brooke Burns, who was 23 years younger. After that, he got married to Emma Heming who is also 23 years his junior.
This streak continued with the youngest woman he dated being over 30 years younger than Willis. Heming and Willis seem to be pretty happy and have been married for over a decade. Maybe he’s finally met his forever partner.
Rosie Huntington-Whitely just recently got famous, but it didn’t take long for her to start dating another renowned star. Jason Statham began dating this model turned actor despite a 20-year age gap. They’re now married and are expecting their first baby!
Statham likes to date women who are at least 10 years younger than him at minimum with the only exception being Courtney Cox. Apparently, something happened there because, since her, he hasn’t dated a single woman his age (or older). What happened there?
Johnny Depp hasn’t always gone after younger women, but Amber Heard changed that. The couple had a 23-year gap and had an incredibly tumultuous relationship. Depp was also with Vanessa Paradis, who was nine years his younger. That’s not as bad, but it should be noted.
Apparently, that relationship hasn't ended well. Heard filed for divorce while also writing an Op-Ed that claimed Depp abused her throughout their marriage. This also ended up with two court cases, one of which Depp won and one of which Heard won.
This star recently stated that he couldn’t date Jennifer Lawrence because they had a 16-year age difference, but his past says otherwise. He’s dated Suki Waterhouse, who was 17 years younger than Cooper. Dating younger women isn’t a problem.
In fact, he’s apparently continued this streak. After Suki Waterhouse, he moved on to Irina Shayk, who is just a little bit older than Suki. In fact, she’s only a few years older than Jennifer Lawrence. Maybe she dodged a bullet we don’t know about.
Even though long-time couple Michael Douglas and Catherine Zeta-Jones have a 25-year gap between their ages, they do share one time-based thing in common: they were both born on September 25. Their relationship has been going on for decades, so they're doing something right!
However, before finding his forever partner in Catherine Zeta-Jones, he dated a woman even younger than her by the name of Martine McCutcheon. As if the 25-year gap wasn’t enough, McCutcheon and Douglas had an over 30-year age gap.
You know you're an odd couple when a 17-year age gap is the least remarkable thing about you. What's even stranger about the relationship between Olivier Sarkozy and Mary-Kate Olsen is that Sarkozy's half-brother is Nicolas Sarkozy — former president of France.
Oh, and the fact that they allegedly had bowls of cigarettes laying out at their wedding. They are separated now, but it won’t be long before he’s going to start dating someone that’s less than half his age. After all, before Mary-Kate, he dated Stella Schnabel (also pretty young). Now, he's been linked with Elle Macpherson.
We couldn’t forget about Def Jam Recordings founder Russell Simmons. Some of the women he dates aren’t even adults. In fact, he started dating his ex-wife Kimora Lee when she was just 17. Note: he was 35 at the time. His most recent relationship is with a 27-year-old.
Since then, he’s moved on to women that were also pretty young including Sasha Volkova, Hana Nitsche, and Shannon Elizabeth. Elizabeth is the “oldest” woman he’s dated – and we put that in quotations because she’s still 20 years younger than him.
When Alec Baldwin met his wife, Hilaria, they were 26 years apart. But what's really strange about this relationship is how they met — she was a yoga instructor at the time. Can you imagine Alec Baldwin doing yoga? Neither can we.
Maybe that’s the only reason he got with her in the first place. Apparently, the two are pretty happy. Before her, he only dated women that were around 10 years younger, so something about Hilaria stuck.
There is a 27-year age gap between Rod Stewart and his third wife, Penny Lancaster, but that didn't stop the couple from tying the knot in 2007. Apparently, the third time isn’t really the charm because the two ended up separating. Oof.
As far as his dating history, Stewart pretty much only dates women that are at least 20 years younger than he is. Unlike some of the other stars on this list, at least Rod Stewart does date adults, but does that make it any better?
A famed Italian fashion designer, Roberto (75) began dating model Lina Nilsson (27) last year. That's a whopping 48-year age difference.
He made headlines when he bought Lina an ancient Viking stronghold on a private Swedish island, so it’s obvious that she definitely isn’t in this relationship for the money.
The 19-year gap between spouses David Cross and Amber Tamblyn is only intensified by the fact that she looks perpetually 25. In turn, he looks perpetually like a wizened sea captain. Before her, it was rumored that Cross dated none other than Amanda Bynes.
We’re not sure about the validity of that, but if it were true, that’s even younger than Amber Tamblyn. Apparently, age doesn’t matter because Cross and Tamblyn have been together since 2012, and there’s no sign of that changing.
David Foster is currently married to Katharine McPhee. The couple, 34 years apart in age, were engaged during a trip to Italy in July 2018. The following year, the two had a beautiful ceremony in London. This is Foster’s fifth marriage, while it’s only McPhee’s second.
Before McPhee, Foster dated Selma Blair, who is over 20 years younger than the musician. Before that? Yolanda Hadid. It isn’t all younger women, though. He did have a stint with Christie Brinkley, who is only a few years younger.
Stewart, an actor, and Ozell, a musician, are 39 years apart in age and have been married since 2013. While the couple is happy, it doesn’t come without struggles. Stewart has gone on record to say that it’s weird his “father-in-law is five years younger than me... but calls me son.”
On average, Stewart dates people that are at least 10 years younger than he is. He had a relationship with Lisa Dillon who’s the same age as Sunny Ozell (who is nearly 40 years younger than the famous actor).
Grant and Eberstein were married in May of 2018. Though a first marriage at age 57 may seem unusual, Grant has found true love with someone 18 years his junior. Hugh Grant hasn’t always been great in relationships, but reports claim Eberstein "tamed" Grant. This happy couple now has three children together.
Prior to the lovely Anna Eberstein, Hugh Grant had a relationship with a number of other high-profile people including Drew Barrymore. She’s about 20 years younger than Grant, by the way. Then there was Tinglan Hong, a model, who was also 20 years younger than the actor.
A whopping 43 years separate Mick Jagger and ballet dancer Melanie Hamrick. The two had their first child together in December of 2016, meaning things are pretty serious. Recently, their son Devereaux was spotted rocking out at a Rolling Stones concert. Guess that apple doesn’t fall too far from the tree!
Unfortunately, they ended up separating. Jagger ended up moving on to someone even younger than Melanie Hamrick. As if 43 years wasn’t enough, Noor Alfallah is a shocking 50 years younger than the world-renowned musician.
There are 28 years separating Hasselhoff and his wife, Hayley Roberts. They had a stunning Italian wedding in July 2018. The couple met in 2011 when Hasselhoff was a judge on Britain’s Got Talent, and Roberts approached him for an autograph. Reports say he would only give her one in exchange for her number. Smooth, Hasselhoff.
Prior to Hayley, Hasselhoff was married to Pamela Bach, who was 10 years younger. The two were together for 16 years, but that ended up not working out either. They did have two kids together.
In a secret ceremony in April 2018, Gere married Spanish activist Silva who is 33 years younger. They had dated since 2014. The following year, the pair had their first child together. Both Gere and Silva also have children from a previous marriage, so they now have a big happy family.
Before that? He dated women closer to his age – actually, we’re being a little too kind there. The women were at least 10 years younger. On average, the women he gets with are at least 20 years younger than he is (although some are certainly much younger).
Stallone and Flavin may have a 22-year age gap, but they’ve been together for over 30 years. It wasn’t all amazing, though. In 1994, Stallone dumped her by sending her a six-page letter via FedEx. They spent a year apart but ultimately got back together by 1995. They were married by 1997.
We have to go back a good distance, but Stallone had a thing for women much younger than him. Before his current wife, he dated women like Angie Everhart, who is over 20 years younger, and Caroline Stanbury, who is a whopping 30 years younger!
Tyler’s most recent partner was Aimee Preston who was 39 years apart in age. They began dating in 2014, two years after she began work as his assistant. Aimee Anne Preston worked hand-in-hand with Tyler for a long time before the two moved on to something a little more.
They ended up separating, which wasn’t too much of a surprise given his history. Tyler has a long dating history, and most of the women are more than half his age. Some women include Erin Brady, who was 25 years younger, and Olga Gomonova, who was 38 years younger.
Joel and his fourth wife Alexis Roderick started dating in 2009 and have been married since 2015. Their age? They’re 33 years apart. Billy Joel has three children, including one from a previous marriage. Their most recent child was born in 2017. We for one couldn't be happier to see these too doing so well.
Before Roderick, Billy Joel was linked with other younger women including Katie Lee, who is the same age as Alexis Roderick and Dina Meyer, who is 20 years younger than the musician. Pretty much everyone he dates is far too young for his age.
After meeting at the 2002 Golden Globes, Ford and Calista Flockhart married in 2010. They are 22 years apart in age. Ford came into the marriage with four children, and Flockhart had one adopted son. We can see why she was so drawn to him, but she’s not the only youngster he’s dated.
Carrie Fisher famously dated Ford and she’s 19 years younger than Ford. Then there’s Minnie Driver, who is 25 years younger than Ford. In fact, there is only one woman in his extensive dating history that was actually close to his age.
Eddie Murphy is one busy guy. He’s only been married once, but his second wedding could be on the way. The lucky gal is Paige Butcher, who is 18 years younger. Between her and his other marriage, he has a total of 10 children. The dude keeps busy to say the least but he's happy and that's all that matters.
Before Paige, Murphy was in a series of relationships with younger women including Rocsi Diaz (23 years younger), Amber Rose (23 years younger), Lara LaRue (22 years younger), and Melody Thornton (24 years younger). These girls are young enough to be his daughters!
