17 Hollywood Stars Who Have Dated People Decades Younger Than Them
Leonardo DiCaprio and the bunch.
Age gaps in celebrity relationships always get people talking, especially when the difference is big enough to raise eyebrows. Some stars have dated partners who were decades younger, and those romances have sparked plenty of headlines, gossip, and debate.
From longtime leading men to pop icons and sitcom favorites, this list includes Hollywood names who have been linked to much younger partners at one point or another. Some pairings lasted, some fizzled, and some became part of the public conversation for years.
Here are 17 celebrity relationships that got attention for all the wrong, or right, reasons.
1. Bruce Willis
Willis is married to Emma Heming Willis, who is 34 years younger than he is.
Jim Spellman / WireImage2. Leonardo DiCaprio
Leonardo dated model and actress Camila Morrone for over four years. They have a 22-year age gap between them.
Kevin Mazur / Getty Images for Netflix, Amy Sussman / Getty Images for Baby2Baby3. Allison Janney
This 62-year-old Academy Award-winning actress once dated production manager Philip Joncas, who is 20 years younger.
Ian Tuttle / Getty Images for Breakthrough Prize
4. Dane Cook
Cook's fiancée, Kelsi Taylor, is 27 years younger than he is.
Matt Winkelmeyer / Getty Images
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.
Brad 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, all of whom are at least 20 years younger than he is.
Mark Sagliocco / WireImage
7. Harrison Ford
Ford is 23 years older than his wife, Calista Flockhart.
Ludovic Marin / AFP via Getty Images
This one takes you from age-gap dating to double-take casting, like the “secret twins” hiding in plain sight among your favorite stars.
8. Holland Taylor
Taylor is 32 years older than her partner, Sarah Paulson.
Bruce Glikas / Bruce Glikas / WireImage
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.
Mike Coppola / Getty Images
10. Jeff Goldblum
He is 30 years older than his wife, Emilie Livingston.
Mondadori 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).
Chris 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.
Samir 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.
Jeff 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.
Jeff Kravitz / FilmMagic
15. Steven Tyler
His partner, Aimee Preston, is 39 years younger than he is.
Joe Scarnici / Getty Images for Janie's Fund
16. Susan Sarandon
She once dated Jonathan Bricklin, who is 30 years her junior.
Amy Sussman / Getty Images
17. Zach Braff
His ex-girlfriend Florence Pugh is 21 years younger.
Sean 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!
Want the real marriage secret behind Harrison Ford and his 15-year union? Read Harrison Ford reveals the key principle behind his lasting marriage.
