Is age truly just a number? Well, if you ask some of Hollywood's biggest stars, they'd certainly say yes. For many, cross-generation dating is a norm... So we've compiled a list of some of the celeb couples with the most notable age gaps! Related: Stars We Lost In 2025 Contents [hide] 1 Bill Belichick & Jordan Hudson 2 Kris Jenner & Corey Gamble 3 Madonna & Akeem Morris 4 Cher & Alexander "AE" Edwards 5 Aaron Taylor-Johnson & Sam Taylor-Johnson 6 Katharine McPhee and David Foster 7 John Stamos & Caitlin McHugh 8 Marc Anthony & Nadia Ferreira 9 Casey Affleck & Caylee Cowan 10 Steven Tyler & Aimee Preston 11 Dane Cook & Kelsi Taylor 12 Patrick Stewart & Sunny Ozell 13 Sarah Paulson & Holland Taylor 14 Catherine Zeta-Jones & Michael Douglas 15 George Clooney & Amal Clooney 16 Harrison Ford & Calista Flockhart 17 Alec Baldwin & Hilaria Baldwin 18 Jeff Goldblum & Emilie Livingston 19 Dennis Quaid & Laura Savoie 20 Mick Jagger & Melanie Hamrick 21 Heidi Klum & Tom Kaulitz 22 David Cross & Amber Tamblyn 23 Robert De Niro & Tiffany Chen 24 Kelsey Grammer & Kayte Walsh 25 Stanley Tucci & Felicity Blunt 26 Sienna Miller & Oli Green 27 Jason Statham & Rosie Huntington-Whiteley 28 Nick Viall & Natalie Joy Bill Belichick & Jordan Hudson 49 years. (c) MEGA/WENN Starting off the list, we have two of the most controversial names in the dating game right now. Bill Belichick, 73, and Jordon Hudson, 24, met in 2021 while on a flight from Boston to Florida. At the time, Jordon was just a 19-year-old college student studying up on a book from class, when the former Patriots coach asked her about it. He ended up signing the thing, and started dating the much-younger woman in 2023. However, they didn't go public until June 2024. Kris Jenner & Corey Gamble 25 years. (c) MEGA/WENN Kris Jenner, 69, and Corey Gamble, 44, share one of the most recognized age gaps as it was highlighted on Keeping Up with the Kardashians when they began dating in the mid-2010s. While they may not look too far apart in age - especially when factoring in Kris' fabulous new facelift - don't get it twisted: Corey is nearly a year and a half younger than Kris' oldest daughter Kourtney, and one month younger than her second oldest Kim. Madonna & Akeem Morris 38 years. (c) Madonna/Instagram Madonna is no stranger to high-profile relationships, but it seems like the older she gets, the younger she prefers her men. The 67-year-old met Akeem Morris, 28, during her Paper Magazine cover shoot in 2022, which he modeled in. But it wasn't until the Fourth of July two years later they became romantically connected. They've had a breakup or two since, but seem to be pretty steady at the moment. Cher & Alexander "AE" Edwards 40 years. Alexander Edwards and Cher at Cannes earlier in the day. / (c) MEGA/WENN Throughout Cher's long career in Hollywood, she's been no stranger to dating younger men. But the 79-year-old's relationship with Alexander "AE" Edwards, 39, is up there with some of the more significant age gaps. Romance rumors first started swirling between these two in 2022, and while they've had a bit of an on-again, off-again relationship, they seem to be doing quite well at the moment. And hey, if his baby momma Amber Rose is happy about it, then we are too! Aaron Taylor-Johnson & Sam Taylor-Johnson 23 years. (c) WENN If fans were to facilitate a "most contested relationship," Aaron Taylor-Johnson, 35, and Sam Taylor-Johnson, 58, would certainly top the list! The pair met during the audition process of Sam's 2008 film Nowhere Boy. He ended up landing the starring role and the pair officially began dating after filming wrapped. At the time, Aaron was freshly 18 years old and Sam was 41 years old. Major side eye! Katharine McPhee and David Foster 35 years. (c) WENN Katharine McPhee, 41 and David Foster, 75, were friends for a number of years before taking their relationship to new and romantic heights in 2017. By the following year, they were engaged, and the year after that, married. In 2021, the pair welcomed son Rennie, and he's a total musical prodigy just like his parents. John Stamos & Caitlin McHugh 23 years. (c) MEGA/WENN Everyone's favorite TV uncle John Stamos, 62 met Caitlin McHugh, 39, while shooting an episode of Law & Order: SVU together in the mid-2010s. They started dating in 2016 and got engaged in October 2017. Four months later, they tied the knot, and another two months after that, they welcomed son Billy - the first child of both John and Caitlin. Marc Anthony & Nadia Ferreira 31 years. (c) MEGA/WENN Like many of the other men on this list, Marc Anthony, 56, notoriously likes his women younger. And modelesque. He and Nadia Ferreira, 26, first went public with their relationship in early 2022, just a few months before announcing their engagement. By January of the following year, he and the Miss Universe competitor tied the knot, and five months after that, they welcomed their first child together, a son named Marco. Casey Affleck & Caylee Cowan 2