30 Famous Men Whose Girlfriends Keep Getting Younger And Younger

1. Don McLean & Paris Dylan (49 Years)

Image Source: People.com

The 77-year-old, American Pie singer, Don McLean, and 28-year-old Paris Dylan certainly turned a few heads when they stepped out and announced their relationship in 2018.  That makes her only 24 years of age when they got together!  Their love seems strong, though, as McLean recently told reporters that 'they have no plans to break up any time soon'!

2. Steven Tyler & Aimee Ann Preston (41 Years)

Image Source: Eva.sk

Forming over half a century ago, Aerosmith has risen to be one of the most iconic rock bands in the world.  And Steven Tyler has certainly caught the attention of the masses over the years, and not just for his interesting wardrobe, but with who he has had by his side.  In fact, his ex-assistant-turned-partner, Aimee Ann Preston was 41 years younger than him when they made it official!

3. Lionel Richie & Lisa Parigi (40 Years)

Image Source: Heavy.com

The old romantic, Lionel Ritchie, has been singing about love for decades.  And one person that once caught his eye was the now 32-year-old Lisa Parigi.  The couple has been together since 2014 but when they got together, they kept their relationship on the down low, probably due to their 40-year age gap!

4. Al Pacino & Meital Dohan (39 Years)

Image Source: People.com

Actor, Al Pacino, has been part of the furniture in Hollywood for decades, and with this, he has been romantically connected with a number of incredibly famous actresses, including  Jill Clayburgh and Diane Keaton.  But one of these was Israeli actress, Meitel Dohan with a 39-year age gap!

5. Dennis Quaid & Laura Savoie (39 Years)

Image Source: US Weekly

Having been married three times before, including to actress, Meg Ryan, it was the fourth time lucky for Dennis Quaid who married Laura Savoie in 2020 in a secret ceremony.  And despite their 39-year age gap, with Quaid aged 68 and Savoie aged 29, the pair seem to be really happy.

6. Patrick Stewart & Sunny Ozell (38 Years)

Image Source: People.com

Dr. Strange actor, Patrick Stewart, 82, has also been married three times before.  But in 2008, he was introduced by a mutual friend to singer-songwriter, Sunny Ozell, 43, and the pair tied the knot five years later.  And the Star Trek actor worships her - in fact, he once said that he had never met anyone like her before. 

7. Mel Gibson & Rosalind Ross (35 Years)

Image Source: Heavy.com

Mel Gibson has had some very controversial moments that definitely damaged his public image, but despite this, he has remained one of the most famous actors in Hollywood.  And his partner, writer, and former equestrian champion, Rosalind Ross, has certainly gained some attention too, being 35 years younger than him.  Their relationship was announced in 2014 and they welcomed his ninth child two years later.

8. Randy Jackson & Simone (35 Years)

Image Source: Wonderwall.com

American Idol judge and music producer, Randy Jackson's love life have also been thrown into the spotlight.  Particularly after word got around about his relationship with musician, Simone.  But being 35 years her senior doesn't appear to bother them!

9. Richard Gere & Alejandra Silva (34 Years)

Image Source: People.com

Now, we might all agree that Richard Gere has been somewhat of a heartthrob over the years, and Alejandra Silva certainly thinks so!  The pair kept their relationship pretty quiet to start off with, perhaps because of the 34-year age gap, or perhaps not!  The couple married in 2018 and have welcomed two children into the world.

10. Sean Penn & Leila George (32 Years)

Image Source: POPSUGAR

Now Sean Penn has got a few famous marriages under his belt, including Madonna and actress, Robin Wright.  And his new marriage to actress, Leila George has certainly caught our attention!  Not just because she's a pretty big deal in Australia, but because she's 32 years his junior!

11. Billy Joel & Alexis Roderick (32 Years)

Image Source: ABCNews

Musical icon, Billy Joel, also finally found happiness in his fourth marriage to, professional equestrian, Alexis Roderick.  And the 32-year age gap doesn't seem to have been a problem at all and the pair have been married since 2015 and share two daughters together!

12. Nicolas Cage & Riko Shibata (30 Years)

Image Source: Insider.comNicolas Cage's fifth wife, Riko Shibata is 30 years younger than him, and is also, in fact, younger than his eldest son, Weston.  And towards the end of 2022, the couple announced that they had welcomed their baby daughter, August Francesca, to the world.

13. Jeff Goldblum & Emilie Livingston (30 Years)

Image Source: People.com

Jeff Goldblum tried the marriage thing twice before, but both of those marriages ended for their own reasons.  But then one day in 2014, Jeff met, Canadian dancer, Emilie Livingston, and despite the 30-year age gap, the pair have been together ever since.

14. Brad Pitt & Nicole Poturalski (29 Years)

Image Source: Entertainment Tonight

Now Brad Pitt has hit the headlines a fair few times in his career with his very high-profile relationships, and more recently because of his divorce from Angelina Jolie.  You'd think he'd want a break from the public eye, right?  Well, clearly he doesn't after being seen out with the German model, Nicole Poturalski, who was actually just born when he was 29 years old!

15. P. Diddy & Lori Harvey (28 Years)

Image Source: People.com

Sean Combs has been romantically linked to Jennifer Lopez and was on and off for ten years with the singer, Cassie Ventura.  More recently, the 53-year-old hip-hop mogul dated 26-year-old model, Lori Harvey.  But it wasn't meant to be as their relationship only lasted just three months.  We wonder whether it was the age gap!

16. David Hasselhoff & Hayley Roberts (27 Years)

Image Source: Closer Weekly

The 27-year age gap between David Hasselhoff and Hayley Roberts wasn't a problem for the pair for long!  And they were certainly not going to hide their relationship either!  In fact, despite Hoff being a little hesitant at first, the couple was married in 2018 in a super lavish ceremony in Puglia, Italy, and the couple has been recently seen smooching for the cameras at the 61st Monte Carlo Television Festival!

17. Michael Sheen & Anna Lundberg (26 Years)

Image Source: RadioTimes.com

In May 2022, Michael Sheen and Anna Lundberg announced the birth of their second child.  The actor and the Swedish actress and model have been together since 2019 and have even starred alongside each other in the UK on the BBC show Staged. 

They must like each other a bit if they're willing to work together!

18. Kelsey Grammer & Kayte Walsh (25 Years)

Image Source: People.com

Now we probably all know nearly more about Kelsey Grammer's love life than we do about his career.  His relationships and divorces haven't exactly been private.  He has once again been thrust into the public eye after he married his fourth wife, Kayte Walsh, who is 25 years his junior.  And although there has been some speculation surrounding the role of the relationship in ending his last marriage, the pair look smitten when they're caught on camera!

19. Michael Douglas & Catherine Zeta-Jones (25 Years)

Image Source: TooFab.com

The 25 years between have been sometimes tumultuous for Oscar-winning actors, Michael Douglas and Catherine Zeta-Jones, who have been married for over two decades.  But despite separating for a short time earlier on in their marriage, the pair have described themselves as each other's biggest supporters.

20. Leonardo DiCaprio & Victoria Lamas (25 Years)

Image Source: Reddit.com

It seems that Leo has never dated a woman over the age of 27, and at 48 years old, he doesn't seem to intend to start now!  In fact, he has recently been seen dating Lorenzo Lamas' daughter, 23-year-old model, Victoria who has been described to be 'smitten'

with him.

21. Tommy Lee & Brittany Furlan (24 Years)

Image Source: People.com

Motley Crue drummer, Tommy Lee, has had his fair share of the press delving into his personal life.  We all remember what happened with Pamela right?  Well, his name is back on people's lips again, and no, not because he's got a new album out, but because he is dating the internet sensation, Brittany Furlan, who is much younger than him!  The pair met on Raya

, the celeb dating app, and have been seen out rather a lot since!

22. Sylvester Stallone & Jennifer Flavin (22 Years)

Image Source: MARCA.com

Although Sylvester Stallone and Jennifer Flavin's marriage has fizzled out, they were married for a quarter of a century!  But it seems that, despite their various separations, the pair have lots connecting them, including children, and there has been speculation on whether they have reconciled after Flavin filed for divorce in 2022.

23. Johnny Galecki & Alaina Meyer (22 Years)

Image Source: E!Online.com

The are 22 whole years between Big Bang

actor, Johnny Galecki, and Alaina Meyer, and after two years together, sources have confirmed that the pair have split after two years.  There's still a lot connecting them though as they navigate co-parenting their young son, Avery.

24. Zach Braff & Florence Pugh (21 Years)

Image Source: People.com

Florence Pugh has actually been spotted holding hands on Valentine's day in London with a new mystery man this year.  This comes after her head-turning relationship with Scrubs

star, Zach Braff, ended.  And we say head-turning because of the 21-year age gap between the two.  Was that the wedge that drove them apart?

25. Robin Thicke & April Love Geary (18 Years)

Image Source: Singersroom.com

Robin Thicke and April Love Geary have been together for nearly a decade, and in that time, have welcomed three children to their family.  In fact, the 18-year age gap doesn't seem to enter their minds as they keep us all updated on their loving relationship through Instagram.

26. Jeffrey Morgan & Hilarie Burton (16 Years)

Image Source: Brightside.me

Walking Dead

villain, Jeffrey Morgan, and Hilarie Burton tied the knot in an intimate and private ceremony in New York back in 2019.  Since then, the 16-year age gap has rarely entered the headlines as the pair have enchanted the public with their sweet and charming relationship.

27. Scott Disick & Sophie Richie (15 Years)

Image Source: Life&Style

Yes, you've read the name Ritchie very recently as Lionel wasn't the only one to make the list!  In fact, his daughter, Sofia, was initially blinded by her love for Scott Disick, and despite their 15-year age gap, they were very much in the public eye for a while.  And not in a good way.  In fact, in their three-year relationship, they broke up multiple times and Scott has even been reported to have cheated on her.  Not a match made in heaven after all!

28. Jay-Z & Beyonce (12 Years)

Image Source: ArchitecturalDigest.com

Jay-Z and Beyonce must be one of the most famous couples in the world.  The pair met in 2000 and married secretly in 2001.  Since then though, their relationship has been no secret!  In fact, the couple has collaborated with each other and certainly expressed their love for one another through their music!

29. Ryan Reynolds & Blake Lively (11 Years)

Image Source: Womanshealthmag.com

Ryan Reynolds and Blake Lively met on the set of Green Lantern 

in 2010.  But they didn't start dating until the Summer of 2011 because they were with other people at the time.  And when we say other people, we mean Scarlett Johansson and Penn Badgley.  Since they started dating, they got married AND had four children together!

30. Jesse Rutherford & Billie Eilish (10 Years)

Image Source: People.com

Billie Eilish was snapped making our with 31-year-old musician, Jesse Rutherford at the end of 2022.  And while this love is still very new, they have completely ignored criticism of the 10-year age gap between them and gone public with their relationship!  And they seem completely head-over-heels!