17 Hollywood Stars Who Have Dated People Decades Younger Than Them

Leonardo DiCaprio and the bunch.

Over the years, there have been many arguments regarding dating outside one's age range. While different cultures have varying opinions, couples with substantial age gaps generally face societal disapproval. 

[ADVERTISEMENT]

Research shows that the average age gap is significantly broader in several non-Western nations than in Western countries. Some argue that as long as both parties in a relationship are of consenting ages, age is nothing but a number. 

[ADVERTISEMENT]

Others believe it depends on the consenting age; for instance, a recent adult, such as an 18-year-old dating a 30-year-old, may not be appropriate. However, they would support a relationship involving a 28-year-old and a 40-year-old.

Despite the generally complicated views and controversies that may arise from dating someone significantly younger, some celebrities aren't letting that get in their way. When Cupid's arrow strikes, nothing else matters.

Leonardo DiCaprio, for example, has a penchant for dating younger women. His tendency to do so has been widely discussed online.

Unsurprisingly, there are numerous celebrities like DiCaprio who have set their sights on individuals much younger than themselves, at least once before. 

We've rounded up a slew of celebrity couples with significant age differences. We bet some people on this list will shock you.

1. Bruce Willis

Willis is married to Emma Heming Willis, who is 34 years younger than he is.

1. Bruce WillisJim Spellman / WireImage
[ADVERTISEMENT]

2. Leonardo DiCaprio

Leonardo dated model and actress Camila Morrone for over four years. They have a 22-year age gap between them.

2. Leonardo DiCaprioKevin Mazur / Getty Images for Netflix, Amy Sussman / Getty Images for Baby2Baby
[ADVERTISEMENT]

3. Allison Janney

This 62-year-old Academy Award-winning actress once dated production manager Philip Joncas, who is 20 years younger.

3. Allison JanneyIan Tuttle / Getty Images for Breakthrough Prize
[ADVERTISEMENT]

4. Dane Cook

Cook's fiancée, Kelsi Taylor, is 27 years younger than he is.

4. Dane CookMatt Winkelmeyer / Getty Images
[ADVERTISEMENT]

5. Dennis Quaid

In 2020, Quaid tied the knot with Laura Savoie, who is almost 40 years younger than he is. Let's not forget his previous partners, Santa Auzina and Anna Poche, who are both at least 30 years his junior.

5. Dennis QuaidBrad Barket / Getty Images
[ADVERTISEMENT]

6. Eddie Murphy

Murphy was once in a relationship with TV personality Rocsi Diaz, who is 21 years his junior. He was also linked to Melody Thornton, Amber Rose, and Lara Larue, all of whom are at least 20 years younger than he is.

6. Eddie MurphyMark Sagliocco / WireImage
[ADVERTISEMENT]

7. Harrison Ford

Ford is 23 years older than his wife, Calista Flockhart.

7. Harrison FordLudovic Marin / AFP via Getty Images
[ADVERTISEMENT]

8. Holland Taylor

Taylor is 32 years older than her partner, Sarah Paulson.

8. Holland TaylorBruce Glikas / Bruce Glikas / WireImage
[ADVERTISEMENT]

9. Jada Pinkett Smith

She once broke the internet with news of her entanglement with August Alsina, who is 20 years younger than she is.

9. Jada Pinkett SmithMike Coppola / Getty Images
[ADVERTISEMENT]

10. Jeff Goldblum

He is 30 years older than his wife, Emilie Livingston.

10. Jeff GoldblumMondadori Portfolio / Mondadori Portfolio via Getty Images

11. Jim Carrey

Carrey's former girlfriend, Ginger Gonzaga, is 21 years younger than he is. He was also linked to Natalie Gal (with a 24-year age gap) and the late Cathriona White (with a 23-year age gap).

11. Jim CarreyChris Delmas / AFP via Getty Images

12. Kris Jenner

In 2014, Kris began a love story with businessman and talent manager Corey Gamble, who is 35 years her junior.

12. Kris JennerSamir Hussein / Samir Hussein / WireImage

13. Madonna

Almost all of Madonna’s boyfriends have been about 2 to 4 decades younger than she is. The list includes model Jesus Luz, choreographer Ahlamalik Williams, her rumored lover model Andrew Darnel, and others.

13. MadonnaJeff Kravitz / Getty Images for MTV/ViacomCBS

14. Michael Douglas

Douglas once married 19-year-old Diandra Luker when he was 32. He was also linked to Martine McCutcheon (31 years his junior) and then married Catherine Zeta-Jones (25 years younger), with whom he's still together today.

14. Michael DouglasJeff Kravitz / FilmMagic

15. Steven Tyler

His partner, Aimee Preston, is 39 years younger than he is.

15. Steven TylerJoe Scarnici / Getty Images for Janie's Fund

16. Susan Sarandon

She once dated Jonathan Bricklin, who is 30 years her junior.

16. Susan SarandonAmy Sussman / Getty Images

17. Zach Braff

His ex-girlfriend Florence Pugh is 21 years younger.

17. Zach BraffSean Zanni / Sean Zanni/Patrick McMullan via Getty Images

Like all relationships, dating someone in an entirely different age range comes with both perks and challenges.

Some individuals in this category may enjoy the superior maturity level of their partner and a stable life. At the same time, others might complain about not having things in common or dealing with past baggage.

Either way, the most important thing is the love both individuals share and the lengths they are willing to go to make their relationship stand the test of time.

Which of these celebrities surprised you the most? Tell us in the comments section below!

More articles you might like