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17 Hollywood Stars Who Have Dated People Decades Younger Than Them

by Jesse

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

Research shows that the average age gap is substantially 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. 

Others believe it depends on the consenting age, as a recent adult, such as a person who's 18 and another who is 30, has no business dating. However, they would support a relationship involving a 28-year-old and a 40-year-old.

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

Leonardo DiCaprio, for example, has a thing for dating younger women. His tendency to do so has been discussed quite often online.

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

We've rounded up a slew of celebrity couples with a significant number of years between them. We bet some people on this list will shock you.

1. Bruce Willis

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

1. Bruce WillisJim Spellman / WireImage

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

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

4. Dane Cook

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

4. Dane CookMatt Winkelmeyer / Getty Images

5. Dennis Quaid

In 2020, Quaid tied the knot with Laura Savoie, who's 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

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, who are all at least 20 years younger than he is.

6. Eddie MurphyMark Sagliocco / WireImage

7. Harrison Ford

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

7. Harrison FordLudovic Marin / AFP via Getty Images

8. Holland Taylor

Taylor is 32 years older than her partner Sarah Paulson.

8. Holland TaylorBruce Glikas / Bruce Glikas / WireImage

9. Jada Pinkett Smith

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

9. Jada Pinkett SmithMike Coppola / Getty Images

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 (24-year age gap) and the late Cathriona White (23-year age gap).

11. Jim CarreyChris Delmas / AFP via Getty Images

12. Kris Jenner

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

12. Kris JennerSamir Hussein / Samir Hussein / WireImage

13. Madonna

Almost all 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, etc.

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), who he's still with 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's 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 perks and challenges.

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

Either way, the most important thing is the love both individuals share and the length 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!

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