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Hulk Hogan and Sky Daily -

Hulk Hogan, the 69-year-old former wrestling pro, is reportedly engaged to his girlfriend Sky Daily, 44, according to TMZ Sports. Hogan popped the question, after over a year of dating, at a restaurant in Tampa, Florida, per the outlet. In case you don't want to do the math, that's around a 25-year age gap. They'll be a blended family, as both are already parents, Hogan with two kids and Daily with three. If all goes well this will be Hogan's third marriage, as he was previously married to Jennifer McDaniel, and before that Linda Hogan. 

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Dolph Lundgren and Emma Krokdal -

'Rocky IV' star Dolph Lundgren married his longtime girlfriend, Emma Krokdal, in Greece on July 13, 2023. The 65-year-old and the 27-year-old first announced their engagement in 2020, but had to postpone their marriage multiple times due to the COVID-19 pandemic and Lundgren's own health problems. The Swedish actor and martial artist has been battling cancer privately for years, only going public about it earlier in 2023. "We chose to celebrate our love by getting married at our villa in Mykonos with family and a few close friends. With both Covid and a long road of challenging medical treatments, we've had to push our marriage plans many times," the newlyweds said in a joint statement. "We felt it was finally the right time to celebrate love, life and happiness -- in the land of the Gods."

In regards to their significant age gap, Lundgren explained that Korkdal seems wise beyond her years, and has experienced a great deal already in her young life. "So she's quite mature and at the same time, I think I'm quite youthful," he said in a 2023 interview. "But you know, I've been with people that are twice her age [who are] less mature than she is.”

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Dua Lipa and Romain Gavras -

Due Lipa went public with French film director Romain Gavras at Cannes in 2023. Gavras is 42 and Dua Lipa will be 28 in August, meaning they have a 14-year age gap. This is also a significant jump from Lipa's last boyfriend, Anwar Hadid, who is four years her junior. 

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Marc Anthony and Nadia Ferreira -

In January 2023, 54-year-old Marc Anthony, tied the knot for the fourth time, and to his youngest partner yet: 23-year-old Paraguayan model Nadia Ferreira, who was crowned Miss Universe Paraguay 2021. The pair were engaged in May 2022 and married on January 28 at the Perez Art Museum in Miami, where the city's mayor actually officiated the wedding for the couple with the 31-year age gap. 

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Nicolas Cage and Riko Shibata -

Nicolas Cage married his fifth wife, Riko Shibata, in 2021. Shibata was 26 at the time and Cage was 57. There's a 31-year age gap between them. 

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Cher and Alexander "AE" Edwards -

Looking at Cher you would never guess that the music icon is in her 70s, but that didn't stop heads from turning when she was spotted holding hands with a man half her age. On November 2, 2022, Cher sparked romance rumors when she was seen looking cozy with music producer (and Amber Rose's ex) Alexander "AE" Edwards, 40 years her junior, at a restaurant in West Hollywood. They soon confirmed the relationship and Cher debuted a large diamond ring at Christmas which sparked engagement rumors. However, news of their split broke in May 2023 and they denied that they were ever engaged.  

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Billie Eilish and Jesse Rutherford -

Billie Eilish became a top global artist as a teen, but only recently became the legal age to drink in the US. This is perhaps why some people were critical of her relationship with the alt-rock singer Jesse Rutherford, who is 10 years older than her and leads the band The Neighbourhood. The pair were spotted kissing and holding hands out and about in LA in October 2022, and later went Instagram official with the relationship on Halloween when Eilish posted a carousel of photos including one of the new couple. The age gap bothered some fans, who pointed out that they actually met years earlier when Rutherford was 26 and Eilish was 16. However, Eilish and Rutherford didn't take themselves too seriously! They poked fun at the media attention with their Halloween costumes, with Eilish dressed up as a baby and Rutherford in full prosthetics to transform himself into an old man. They called it quits in May 2023. 

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Russell Crowe and Britney Theriot -

Russell Crowe made his red carpet debut with his girlfriend Britney Theriot at the premiere of his new film 'Poker Face' in Rome in October 2022, and naturally interest was piqued about the then-58-year-old's young-looking arm candy. But when Australian outlet News.com said "Russell Crowe debuts 31-year-old girlfriend," he had to chime in. "Far be it for me to promote this sort of vacuous malarkey posited as some kind of news, but…without being unchivalrous and with her express permission, Britney is 39 years old," Crowe tweeted. To be fair, a 19-year age gap is indeed less eye-popping than a 27-year gap. This outing was the 'Gladiator' star and Theriot's first, as they've kept their relationship, which first sparked rumors in November 2020, quite private. 

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Billy Ray Cyrus and Firerose -

Billy Ray Cyrus confirmed his engagement to Aussie singer Firerose after first sparking rumors in September. The pair shared a series of Instagram photos on October 18 which gave fans a closer look at her diamond ring, though they merely captioned it, "Happy Autumn." The seeming engagement reveal came about five months after Tish Cyrus filed for divorce from Billy Ray, following nearly three decades of marriage, in which she noted that they hadn't lived together since February 2020. Billy Ray released a song called 'New Day' with Firerose in 2021, and they started appearing on each other's social media pages increasingly the next year. While the famed country singer is in his 60s, Firerose is believed to be in her mid-20s, the Daily Mail reports, which is younger than his daughter Miley Cyrus, who turned 30 in 2022.

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Dane Cook and Kelsi Taylor -

Comedian Dane Cook put jokes aside and at age 50 got engaged to his fitness instructor girlfriend Kelsi Taylor, 23 at the time, the couple revealed to People. Cook popped the question in York Beach, Maine, on July 13, and said it was where they'd taken their first trip together. The pair had reportedly been dating for five years already, meaning that Taylor was 18 when they first met. Cook previously revealed that he met his girlfriend at a game night he hosted at his house. 

Cook has publicly addressed their 26-year age gap during a 2019 appearance on Jimmy Kimmel Live!. He admitted they have their critics but added, "And here's the thing: I love her. She's the kindest, sweetest, just my favorite, my best friend. And sometimes I actually find myself saying like, ‘Where has she been all my life?' And then I realize she wasn't alive for the first 26 years of it."

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Al Pacino and Noor Alfallah -

The legendary 'Scarface' actor was spotted leaving Felix Restaurant in California with Noor Alfallah, famously Mick Jagger's ex-girlfriend, in April 2022. Page Six later confirmed that the pair had been dating "for some time," though Alfallah is reportedly around 53 years younger than Pacino. In June 2023, they welcomed a baby together. She does have a history of socializing with legends, as she dated Mick Jagger from 2017 to 2018, and was seen out with Clint Eastwood in 2019—though she later denied they were dating.

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James Gunn and Jennifer Holland -

Famed superhero movie director James Gunn shared a photo on February 20, 2022, subtly announcing his engagement to longtime partner and actress Jennifer Holland—a photo in which she's wearing a not-so-subtle diamond ring. Together since 2015, Gunn started using Holland in his projects, including as Emilia Harcourt in the new HBO Max spinoff show, ‘Peacemaker,’ opposite John Cena. This is Gunn's second time on the marriage block, as he was previously married to 'The Office’ star Jenna Fischer, and he and Holland share some other differences as well, including an approximate 20-year age gap, as at the time of the post he was 55 and she was around 35.  

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David Foster and Katharine McPhee -

Grammy-winning musician David Foster is well aware of the public opinion around the 35-year age gap between him and his wife, 'American Idol' alum Katharine McPhee, but he doesn't see it the same way. Speaking to People Foster said, “People always make the reference with Kat and I with the age difference, but I’ve always said there’s so many things that can bring a marriage down, and age difference is just one of them." He added, "There’s so many things that can go wrong. We think we have it pretty together.” He and McPhee wed in 2019 and welcomed a child together in February 2020, adding to the five daughters and seven grandchildren he already has. 

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Casey Affleck and Caylee Cowan -

Casey Affleck made his relationship with actress Caylee Cowan Instagram-official in 2021, though it turned some heads as the 'Manchester By the Sea' star was at the time 46 and his new "love," who is known for her roles in 'Sunrise in Heaven' (2019) and 'Willy Wonderland' (2021), was 23—half his age. The Oscar-winner shared a post about his baseball team, called The Love, who spent Thanksgiving donating blood to Red Cross and added, "@cayleecowan showed up. She is not on the Love’s active roster, but she is MY Love, and she ALWAYS shows up when it counts." Cowan wrote in the comments, "I love you so much."

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Lady Kitty Spencer and Michael Lewis -

Lady Kitty Spencer, the daughter of Princess Diana's brother, has married her long-time boyfriend. Michael Lewis is a billionaire fashion mogul from South Africa, and happens to be 32 years older than her. At the time of their marriage in July 2021, Spencer was 30 years old and Lewis was 62 years old. 

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Scott Disick and Amelia Hamlin -

Scott Disick came under fire for his now-ended relationship with yet another young woman, the then-20-year-old model Amelia Hamlin, daughter to Lisa Rinna and Harry Hamlin. During part two of the 'Keeping Up With the Kardashians' reunion on June 20, Disick claimed, "Everybody gets this wrong that I look for young girls." The father of three continued, "I don't go out looking for young girls, they happen to be attracted to me 'cause I look young." Though their relationship is over, he and Hamlin have an 18-year difference.

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Florence Pugh and Zach Braff -

Though they ended their relationship in 2022, they had an age difference of 21 years.

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Lionel Richie and Lisa Parigi -

Age difference: Approximately 40 years 

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Michael Sheen and Anna Lundberg -

Age difference: 25 years

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Harrison Ford and Calista Flockhart - Age difference: 22 years.

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Jay-Z and Beyoncé - Age difference: 12 years.

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Amal Clooney and George Clooney -

Age difference: 17 years.

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Richard Gere and Alejandra Silva - Age difference: 33 years.

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Mick Jagger and Melanie Hamrick - Age difference: 43 years.

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Michael Douglas and Catherine Zeta-Jones - Age difference: 25 years.

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Megan Fox and Brian Austin Green - Age difference: 13 years. They are no longer together.

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Bruce Willis and Emma Heming-Willis - Age difference: 23 years.

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Ellen DeGeneres and Portia de Rossi -

Age difference: 15 years.

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Eddie Murphy and Paige Butcher - Age difference: 18 years.

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Donald Trump and Melania Trump - Age difference: 24 years.

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Shakira and Gerard Piqué - Age difference: 10 years. The pair separated in 2022. 

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Jason Statham and Rosie Huntington-Whiteley - Age difference: 20 years.

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Ronnie Wood and Sally Humphreys - Age difference: 31 years.

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Steven Tyler and Aimee Ann Preston - Age difference: 40 years.

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Thalia and Tommy Mottola - Age difference: 22 years.

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Sarah Paulson and Holland Taylor - Age difference: 31 years.

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Alec Baldwin and Hilaria Thomas - Age difference: 26 years.

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Billy Joel and Alexis Roderick - Age difference: 33 years.

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Woody Allen and Soon-Yi Previn - Age difference: 35 years.

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Hugh Jackman and Deborra Lee-Furness - Age difference: 13 years.

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Emmanuel Macron and Brigitte Trogneux - Age difference: 25 years.

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Rod Stewart and Penny Lancaster - Age difference: 26 years.

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Mickey Rourke and Anastassija Makarenko - Age difference: 33 years.

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Sam Taylor-Johnson and Aaron Taylor-Johnson - Age difference: 23 years.

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Robin Thicke and April Love Geary - Age difference: 18 years.

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Jeff Goldblum and Emilie Livingston - Age difference: 30 years.

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Adam Levine and Behati Prinsloo - Age difference: 10 years.

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Alicia Vikander and Michael Fassbender - Age difference: 11 years.

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Amber Tamblyn and David Cross - Age difference: 19 years.

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Anna Paquin and Stephen Moyer​ - Age difference: 13 years.

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Ariel Winter and Levi Meaden - Age difference: 11 years. They are no longer together. 

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Camila Alves and Matthew McConaughey - Age difference: 13 years.

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Camila Cabello and Matthew Hussey - Age difference: 10 years. The pair are no longer together. 

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Elliott Spencer and Stephen Fry - Age difference: 30 years.

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William H. Macy and Felicity Huffman - Age difference: 12 years.

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The King and Queen of Bhutan - Age difference: 10 years.

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Blake Lively and Ryan Reynolds -

Age difference: 11 years.

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Guy Ritchie and Jacqui Ainsley - Age difference: 13 years.

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Hilarie Burton and Jeffrey Dean Morgan - Age difference: 16 years.

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Julius Tennon and Viola Davis - Age difference: 12 years.

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Olivier Sarkozy and Mary-Kate Olsen - Age difference: 17 years. The pair are no longer together. 

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Matt Bomer and Simon Halls - Age difference: 13 years.

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Nick Jonas and Priyanka Chopra - Age difference: 10 years.

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Nikki Reed and Ian Somerhalder - Age difference: 10 years.

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Princess Charlene and Prince Albert - Age difference: 20 years.

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Rupert Murdoch and Jerry Hall - Age difference: 25 years. The pair divorced in 2022 after six years of marriage. 

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Scott Disick and Sofia Richie - Age difference: 15 years. The pair are no longer together.

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Zachary Quinto and Miles McMillan - Age difference: 12 years.

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Pelé and Márcia Cibele Aoki -

Age difference: there was a 25-year age gap between the late soccer legend and his wife. 

See also: Soccer players who grew up in poverty

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