Academy Award winner in her late 70s is back on with music exec four decades younger: Famous couples with impressive age gaps

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When it comes to falling head over heels, a lot of stars just don’t care about age. After all, it’s just a number, right?! We’re taking a look at some of the famous couples with a significant number of years between them…

Cher might be in her late 70s, but she has no problem dating a man 40 years her junior.

The icon stepped out at 76 in November 2022 holding hands with then-36-year-old Alexander Edwards, a music executive who shares a child with model ex Amber Rose, from whom he split in 2021 amid a cheating scandal. After tweeting “LOVE DOESNT KNOW MATH, IT SEES [two hearts] — Cher further confirmed the love connection, posting a photo of Alexander captioned with a red heart emoji. After a fan tweeted concerns that Alexander could be taking advantage of his older girlfriend, the music and movie star replied, “As we All Know …I WASNT BORN YESTERDAY,& What I Know For Sure…There Are No Guarantees. Anytime you make a Choice You Take a Chance.I’ve Always Taken Chances…It’s WHO I Am.”

Six months later in My 2023, TMZ and Us Weekly reported that Cher and AE had broken up but “There’s no bad blood between them and they’re on good terms,” a source said.

The pair then stepped out again four months later: They were photographed holding hands on their way to dinner in Beverly Hills in September 2023.

Cher, of course, has long loved dating younger men. She enjoyed romances in the ’80s with actor Val Kilmer (13 years her junior), movie star Tom Cruise (16 years younger), then-bagel baker and aspiring actor Rob Camilletti (18 years her junior) and Bon Jovi rocker Richie Sambora (14 years younger).

Keep reading for more celeb couples — past and present — with significant age gaps…

MORE: Follow Wonderwall on MSN for more fun celebrity & entertainment photo galleries and content

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There’s a 13-year age difference between Tony-winning Academy Award nominee Hugh Jackman and Deborra-lee Furness — who in September 2023 shocked fans when they announced they’d split after 27 years of marriage.

The former couple met in 1995 on the set of “Correlli,” an Australian television series. They married less than a year later when Hugh was 27 and Deborra-lee was 40. They share two adult children, Oscar and Ava.

MORE: How your favorite Hollywood couples met

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In June 2020, “Rocky” franchise star Dolph Lundgren proposed to Norwegian personal trainer Emma Krokdal. The action star was 62 at the time and Emma was 23 — which makes Dolph more than 38 years her senior (Emma’s a few months younger than his eldest daughter from his first marriage, Ida). After delays due to COVID and Dolph’s years-long cancer battle, which he made public in May 2023, he and Emma finally wed in July 2023 at their villa in Greece.

MORE: Stars who got married in 2023

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In January 2023, Marc Anthony — who was 54 at the time — married model Nadia Ferreira, who’s more than 30 years his junior. The music star and the former Miss Universe Paraguay, who was 23 when she said “I do,” first sparked romance rumors in early 2022 when she was 22. She gave birth to a child — her first, his seventh — in June 2023.

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In November 2022, People magazine confirmed that Captain America actor Chris Evans had quietly been dating Portuguese actress Alba Baptista “for over a year and it’s serious,” a source told the outlet, adding, “They are in love and Chris has never been happier. His family and friends all adore her.”

One day later on Nov. 11, the couple were photographed holding hands walking through New York City’s Central Park (see the photos here). Speculation about a romance between the pair — who have 16 years between them — first surfaced earlier in the year on social media gossip account Deux Moi when the Marvel star was 40 and the “Warrior Nun” actress was 24.

Almost two months after People’s dating confirmation, Chris confirmed their romance and made things Instagram official in January 2023 when he posted a series of clips on his Instagram Story titled “A look back at 2022” that showed him and Alba repeatedly scaring each other with loud yelling.

But on Sept. 9, 2023, Chris and Alba took the ultimate step: They married at their Boston-area home in front of A-list pals including Jeremy Renner, Robert Downey Jr. and wife Susan Downey, Chris Hemsworth and wife Elsa Pataky, and John Krasinski and wife Emily Blunt, People magazine reported.

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In April 2022, Page Six reported that a then 81-year-old Al Pacino had started dating Rolling Stones frontman Mick Jagger’s ex-girlfriend, socialite and film producer Noor Alfallah — who was 28 at the time the news broke — sometime “during the pandemic.” “She mostly dates very rich older men. … She has been with Al for some time and they get on very well,” a source told the New York Post’s gossip column. “The age gap [of more than 53 years] doesn’t seem to be a problem, even though he is older than her father. She moves with the wealthy jet-set crowd, and she comes from a family with money.”

In May 2023, the couple made headlines again when Al’s rep confirmed that then 29-year-old Noor was eight months pregnant with the then 83-year-old Oscar winner’s baby. Their son, Roman Pacino, was born in June 2023.

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In February 2022, “American Sniper” actress Sienna Miller, then 40, stepped out on a date night in New York City with Oli Green — a model and actor 15 years her junior. In August 2023, the British beauty — whose romance with Oli has continued — revealed that she’s pregnant with her second child, People magazine confirmed. (Sienna is already a mom to a daughter with actor ex Tom Sturridge.)

Oli — who’s worked as a model for Gap and Burberry and appeared on “The Bold and the Beautiful” and on the Apple TV+ series “The Mosquito Coast” — isn’t the first younger man Sienna has dated. In 2020, she was rumored to be engaged to book editor Lucas Zwirner, who’s about a decade younger than her.

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In June 2023, The U.S. Sun reported that “Caddyshack” and “Ghostbusters” icon Bill Murray had been spending time with “Milkshake” singer Kelis, who’s nearly 29 years his junior. “They’ve met up in the States before, which got people in the industry talking, and now are meeting up in London while they’re both here. They’ve clearly hit it off,” a source told the tabloid in early June, noting that Bill, who was in London shooting a “Ghostbusters” sequel, was spotted on the side of the stage, where he watched the mother of three perform during the Mighty Hoopla festival in early June as well as other recent concerts. On top of that, the actor, who was 72 at the time while Kelis was 43, “were both seen at the same hotel.”

According to the source, Bill and Kelis have “also both shared relatively recent bereavements and have that common bond between them,” noting that the singer’s husband died from stomach cancer at 37 in 2022 while Bill’s second ex-wife, with whom he has four adult sons, died in 2021. “Whatever it is that has brought them together, and however unlikely it seems, they are both single and are having fun despite the fairly big age gap,” added the source.

Days later, after Kelis told a fan on social media that she “wouldn’t bother” to address the rumors, she responded to another of many who were asking for an explanation, “Lol yeah maybe for now everyone’s dumb and will believe anything but the best part is we are both blessed, rich and happy.”

As summer wound down, however, things ended, The U.S. Sun reported in late August 2023. “Kelis and Bill were — and still are — very fond of each other but things just ran their course. They both have busy schedules and after a whirlwind romance decided to go their separate ways,” a source told the outlet, adding that it was Kelis’s decision for them to part. “They hope to remain friends but also plan to get on with their lives.”

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Jon Hamm and Anna Osceola, who have a 17-year age difference, met when she appeared on the final episode of his lauded series “Mad Men” in 2015. They were seen out together numerous times in the years that followed — often playing tennis — and in 2020, it was confirmed that they were a couple. At the time, Jon was 49 and Anna was 32. Nearly two years later, they made things red carpet official at the 2022 Vanity Fair Oscar Party and in June 2023, Jon and Anna got married.

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Stanley Tucci met wife Felicity Blunt — the sister of actress Emily Blunt — at the premiere of his film “The Devil Wears Prada” in 2006 when he was married to first wife Kate Spath, with whom he had three kids. “She and Kate talked a lot that night,” the actor shared on BBC Radio 4’s “Desert Island Discs” podcast in July 2023. Kate died in 2009 following a breast cancer battle and Stanley and Felicity, a book agent, reconnected the following year at Emily and actor John Krasinski’s wedding when he was nearly 50 and she was 28. They fell for one another — but Stanley tried to end it. “I was afraid to get into a relationship and I kept trying to break it off because I am 21 years older than she is and I didn’t want to feel old for the rest of my life. But I knew this was an incredibly special person,” he said on the podcast. They worked through it, married in 2012 and now have two children together. “Felicity has been so incredible taking on a widower and three children whose mother died. That’s a huge thing, at a very young age too,” he said. “If anybody made things better for all of us, it’s her. She’s the one.”

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There’s a nearly 26-year age difference between Alec Baldwin and his second wife, former yoga instructor Hilaria Baldwin. They wed in 2012 when he was 54 and she was 28. Hilaria — who now shares seven children with Alec — opened up about their big age gap on the debut episode of her “Witches Anonymous” podcast in November 2022, admitting that before she fell for the actor, “I would judge women and men that had big age differences. I would look at it like, this older man wants some young bimbo with no opinions whatsoever.” She thought the women were “like whatever, ‘I hope you die, and I’m going to take all your money,'” she added, but “now that I’m in that relationship and people will say those things about me regularly, I realize, what was this trained into my head? Why was I so judgmental about other people who are literally just finding love? Maybe their love looks different from you and from your love or what I thought love would be but it doesn’t make it not valid.”

In June 2023, she again weighed in on their age difference. “Am I his mommy? Sometimes I’m his mommy. Sometimes,” Hilaria admitted to Romper. “At the beginning of our relationship, everyone was like, ‘She must have daddy issues because she’s married to somebody older.’ But it’s actually the opposite.”

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There’s a 32-year age gap between Sarah Paulson and longtime girlfriend Holland Taylor (who are seen here in May 2023). “There’s a poignancy to being with someone older,” the “American Horror Story” star told The New York Times in 2016. “I think there’s a greater appreciation of time and what you have together and what’s important.” The Emmy winners’ romance first made headlines in 2015 when Sarah was 30 and Holland was 62.

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Pink Floyd co-founder Roger Waters is 35 years older than fifth wife Kamilah Chavis, whom he married in October 2021 at 78 after five years of dating. (They met when she was his driver at the 2016 Coachella Valley Music & Arts Festival in California.) “I’m so happy, finally a keeper,” the rock star captioned a slideshow of wedding photos.

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In November 2022, a then-58-year-old Brad Pitt was snapped holding hands with a then-29-year-old Ines de Ramon — who’d just split from her husband of three years, “The Vampire Diaries” alum Paul Wesley, a few months earlier — while catching Bono’s “Surrender” tour stop at the Orpheum Theatre in Los Angeles. According to a People magazine source, the A-list actor and the Switzerland-educated jewelry professional — who’s 27 years his junior — had been quietly “dating for a few months” after meeting through “a mutual friend.”

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On Christmas day in 2022, Paul Wesley and his new girlfriend, Natalie Kuckenburg, made their public debut as a couple at the Philadelphia 76ers and New York Knicks game at New York City’s Madison Square Garden. The “Vampire Diaries” alum and the model were first seen together in August 2022 — a month after he turned 40 and two months after she turned 22 — though it was unclear at the time that they were anything more than friends as he’d yet to announce that he and his second wife — Ines de Ramon, who’s more than a decade younger than him — had called it quits. (Ines also made headlines for her age-mismatched rebound romance with Brad Pitt in the wake of their breakup.)

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Dane Cook and Kelsi Taylor started dating in 2017 when she was 18 and he was 44. On their one-year anniversary, the comedian posted a picture of himself with the singer and fitness instructor — who’s more than 26 years his junior — writing, “Kelsi thank you for so many nights filled with laughter, days filled with creative thoughts & expressions and mostly thx for the love.” She posted a picture as well, writing, “I have the most amazing guy by my side with the sweetest of hearts. I love you with all of mine.” In July 2022, a 50-year-old Dane proposed to a 23-year-old Kelsi in York Beach, Maine — where they took their first trip together — after five years of dating.

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“Alice” star Linda Lavin was 67 when she married third husband Steve Bakunas — an actor, artist and musician who’s 20 years her junior — on Valentine’s Day in 2005. The couple — seen here at the December 2021 premiere of her film “Being the Ricardos” — have worked together for more than two decades, collaborating on various performances, art shows and charity efforts and founding the Red Barn Studio Theater company in Wilmington, North Carolina, together.

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Late fashion designer Vivienne Westwood met Andreas Kronthaler in 1988 when she was his teacher at the Vienna School of Applied Art. He soon moved to London to work on her iconic brand and they married in 1992 when she was 51 and he was 26 and remained a couple until her death in 2022 at 81.

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Colombian music superstar Shakira and Spanish football player Gerard Pique’s split after more than a decade as a couple made headlines in June 2022 amid claims the athlete — who at 35 is 10 years the singer’s junior — was unfaithful. Gerard soon went public with a new love: Clara Chia (pictured), a public relations student who works in the special events department at his movie and TV production company, Kosmos, The Sun reported in August 2022. Clara was reportedly 23 at the time, making her 12 years younger than Gerard — and half Shakira’s age. 

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Oscar-winning filmmaker Quentin Tarantino is more than 20 years older than wife Daniella Pick, an Israeli singer who’s the daughter of Israeli pop star Svika Pick. “I was in Israel for the premiere of [my film]’Inglourious Basterds’ in Tel Aviv and I met her in a club. We danced all night,” Quentin later told radio host Howard Stern of their 2009 meeting, which took place when Quentin was 46 and Daniella was 25. They went their separate ways and reconnected about seven years later. Then married in 2018 and have since welcomed two kids.

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Actor and R&B singer Marques Houston married Miya Dickey — who’s nearly 20 years his junior — in 2020. He was 38 and she was 19 when they announced their engagement in 2019 after about five months of dating. They’ve since started a family: Daughter Zara was born in 2021.

In April 2023, the “Sister, Sister” alum — who was 41 to Miya’s 22 at the time — sparked controversy after he explained why he wanted to marry such a young woman. “A red flag to me [was] always with a woman that had a kid. Nothing against single women,” he told Page Six, insisting he “respect[s] women that are raising children on their own.” Marques said his father gave him advice on the subject. “I would talk to my dad a lot, and he would always tell me to have your own kids because you never know what the baby daddies are about. So if you’re gonna have kids, make sure it is with a woman that never had kids. So that was always my red flag… and a woman with an attitude. I don’t like women with funky attitudes.” 

According to Marques, he wanted to settle down with a young woman because “Women that are my age… they kind of have a different outlook on life. Like a lot of women my age are very independent. They are very like, ‘I don’t need a man to do this for me ’cause I can do it for myself.’ I come from a generation that I love to provide for my wife.” He insisted that Miya’s age wasn’t her only appeal. “[She] caught my heart. Everything that I prayed for — and everything that I wanted in a woman — she came with,” he said. “Although she was young, I’m young in spirit.” 

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After a 2022 fling with 23-year-old male model Andrew Darnell — who’s about 41 years her junior — Madonna moved on with an older man… who’s just 35 years her junior: In March 2023, the then-64-year-old Material Girl confirmed she was dating 29-year-old boxer Josh Popper, who’s appeared as a boxing coach on “Summer House.” They reportedly connected when he started training one of her six children at his gym in New York City. (Weeks before Madonna posted a photo of herself kissing Josh on her Instagram Story, Josh took to Instagram to share a slideshow of photos of the music star visiting his gym.)

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Are they or aren’t they? Since the summer of 2022, there’s been speculation that pop star Shawn Mendes might be seeing chiropractor Jocelyne Miranda, a stunner who’s 26 years his senior. Romance reports have flourished ever since the pair were spotted together having lunch, heading to a Grammys afterparty, going on a grocery run and chilling at Shawn’s Los Angeles home. In February 2023, a 24-year-old Shawn and a 50-year-old Jocelyne were snapped spending time together yet again on a hike at L.A.’s Runyon Canyon Park (pictured).

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Kevin Costner and second wife Christine Baumgartner (seen here at the 2022 SAG Awards) have nearly 20 years between them. The Oscar winner was 49 and the former handbag designer was newly 30 when they married in 2004 after a few years of on-off dating. They’d split in 2002 in part because Kevin, who already had four kids from his first marriage and another relationship, didn’t want to have more. “[Christine] said, ‘I’m going to wait for you, but not long. When you come to your senses, come back to me.’ And I did,” he later told Parade. They now have three children together, though Christine filed for divorce in May 2023.

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After splitting with his wife of nearly two decades in 2021, comedian and radio host Adam Carolla moved on with Crystal Marie Denha — a stand-up comic and actress who’s 20 years his junior — in the fall of 2022. “They’ve been together a few months now,” a source told Page Six in December 2022 of Adam, who was 58 when they started dating, and Crystal, who was 38 at the time.

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Actor Jeff Goldblum was 62 when he married retired Olympic rhythmic gymnast Emilie Livingston, who was a 31-year-old bride. The couple, who have three decades between them, went on to welcome two sons.

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British actress Helena Bonham Carter started seeing Rye Dag Holmboe — a Norwegian writer and art historian who’s 21 years her junior — after they met at a wedding in 2018. In November 2022, she opened up about their two-decade age gap (at the time, she was 56 and Rye was 35) in an interview with The Sunday Times magazine, saying her love was an “old soul in a young body” and noting that “people aren’t necessarily their chronological age.” In Helena’s experience, “there are people I’ve been involved with who aren’t necessarily their age, maturity-wise, whereas [Rye] is ageless,” she explained. The “Harry Potter” franchise and “The Crown” star — whose longest and most high-profile romances before Rye were with filmmakers Kenneth Branagh and Tim Burton, the father of her two kids — also has a sense of humor about being older than Rye, quipping, “His eyesight is going, so we say I’m siphoning off his youth at night.” She appreciates younger men who don’t see a problem with dating older women. “Good on the men for appreciating different kinds of beauty and finding other things sexy,” she said, adding, “Collagen is not the only form of sexiness; there’s character, fun, mischief and humor. As long as you’ve got the laughter, the intimacy will be there.”

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Oscar winner Russell Crowe and actress-turned-real estate agent Britney Theriot attended the Australian Open Women’s Singles Final in Melbourne, Australia, in January 2022. The couple were first romantically linked in the fall of 2020 when Russell was 56 and media outlets reported that Britney was 30. However, in October 2022, Russell took to Twitter to hit back at the age gap reports, revealing he’s not 26 or 27 years Britney’s senior as has been reported, but closer to 19 years older. “Far be it for me to promote this sort of vacuous malarkey posited as some kind of news,” he tweeted, “but…without being unchivalrous and with her express permission, Britney is 39 years old.”

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Smashing Pumpkins frontman Billy Corgan is 25 years older than Chloe Mendel, the co-founder of the Maison Atia luxury faux fur brand, with whom he shares two children. The rock star was 55 when he proposed to Chloe on her 30th birthday in September 2022 a decade after they started dating.

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Led Zeppelin guitarist Jimmy Page — who turns 78 on Jan. 9, 2022 — started dating Scarlett Sabet, who’s 45 years his junior, after hearing her work at a poetry reading in a London bookshop in 2014. They’ve been together ever since: Scarlett, 32, is seen here with the rocker, then 77, at the Venice Film Festival in September 2021. “It’s funny because on paper there is a massive difference. But when he’s standing in front of me, it’s not something I feel. It’s not something that impedes us,” the poet told Tatler in 2020. “I guess some people will say I’ve made an unusual choice. At the time it felt very uncomfortable. I felt like my life was going to be over. I had such a sense of shame about the whole thing.” However, she added, “I’m in an amazing relationship. I think a lot of people make assumptions but Jimmy’s an exceptional man, and beautiful. There are a lot of women of all ages who are excited to meet him. And I feel lucky, he really is my best friend and the person who makes me laugh the most.”

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A 20-year-old Billie Eilish went public with her new romance with The Neighbourhood frontman Jesse Rutherford — who was 31 at the time, a full decade her senior — when they were spotted kissing outside a restaurant in the Los Angeles area in October 2022. A few weeks later, they made their red carpet debut as a couple in November 2022 and later that same month, Billie revealed she was a smitten kitten. “I managed to get my life to a point where I not only was known by a person that I thought was the hottest f****** f***** alive, but pulled his a***!” she gushed to Vanity Fair, adding while bowing, “Can we just… Round of applause for me? Thank you. Jesse Rutherford, everyone. I pulled his a**! All me. I did that s***. I locked that motherf***** down.”

However, the music stars parted ways months later, with Billie’s rep telling Page Six in May 2023, “We can confirm Billie and Jesse did split amicably and remain good friends.”

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“House of Cards” and “The Princess Bride” actress Robin Wright was 51 when she met the man who would become her third ex-husband, French luxury brand executive Clément Giraudet — who was believed to be about 33 at the time, making him 18 years her junior — at a Saint Laurent fashion show in Paris in 2017. They married in 2018 and four years later, she filed for divorce.

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Golden Globe-winning “Mr. Robot” actor Christian Slater is 18 years older than second wife Brittany Lopez. In 2013, the couple married at a Miami courthouse after three years of dating. Christian was 44 and Brittany was in her mid-20s.

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“The Real Housewives of Dubai” star Caroline Stanbury was 45 when she married former Real Madrid soccer player Sergio Carrallo — who was 27 at the time — in 2021. “It’s kind of like a do-over. I’m getting to, like, relive my youth again with him,” the “Ladies of London” alum told Women’s Health a few months after tying the knot with the athlete, who’s more than 18 years her junior. “There aren’t many women in the Middle East married to a man that’s 20 years younger. But there are a lot of men married to women that are 20 years younger. So I’m definitely breaking a social norm,” she acknowledged of their age gap.

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In April 2019, actor-director Zach Braff was photographed holding hands in New York City with “Fighting With My Family,” “Little Women” and “Black Widow” actress Florence Pugh, who was newly 23 at the time. The pair — who have 21 years between them — later took their romance more public. They split in 2022 after three years of dating.

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In February 2022, “Guardians of the Galaxy” and “Peacemaker” writer-director James Gunn announced that he and “Peacemaker” star Jennifer Holland — who’s 21 years his junior — were newly engaged. The Marvel filmmaker started dating the actress in 2015 when he was about 49 and she was about 27.

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“Hellboy” actor Ron Perlman was 72 when he married his “The StartUp” co-star Allison Dunbar, who was 49, in Italy in 2022. The couple, who have 22 years between them, went public with their romance in 2019 — the same year the “Sons of Anarchy” actor split from his wife of 38 years, Opal Stone.

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In April 2022, a 43-year-old Katie Holmes went public with a new man: musician Bobby Wooten Jr., who was 33 at the time. The composer, producer and instrumentalist — who’s worked with Jennifer Lopez, Mac Miller, Jennifer Hudson, Rick Ross, Carly Rae Jepsen and more — appeared in David Byrne’s “American Utopia” on Broadway and is an adjunct instructor at NYU’s Tisch School of the Arts. They split in December 2022. The divorcée’s previous boyfriend, New York chef Emilio Vitolo Jr., was also nearly 10 years her junior.

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There are 14 years between Oscar winner Mira Sorvino and actor husband Christopher Backus. When the couple (seen here at the 2022 SAG Awards) — who are now parents of four — married in 2004, she was 36 and he was 22.

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Music star Lionel Richie has been dating Lisa Parigi, who’s four decades his junior — he’s in his early 70s, she’s in her early 30s — since 2014. The “American Idol” judge, seen here with Lisa in April 2022, told People magazine that the businesswoman — who’s of Swiss, Chinese and Caribbean descent and fluent in four languages — may be “extremely beautiful, but most importantly she’s smart and helps me deal with my crazy world. At this time in my life when you can be so jaded about things, [my girlfriend] Lisa kind of makes everything feel a bit safe.”

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Dennis Quaid’s fourth wife, Laura Savoie, is 39 years his junior. The actor — seen here with Laura at the 2022 CMT Music Awards — was 65 when he was first photographed with the then-26-year-old graduate student in May 2019 (reports revealed they’d been dating for several months at the time). Dennis proposed in Hawaii in October 2019 and they married in June 2020. Laura, who was valedictorian of her class at Pepperdine University and previously dated actor Jeremy Piven, has been working toward her doctorate in accounting at the University of Texas at Austin, where she’s a teaching and research assistant. But this isn’t the first time Dennis has romanced a significantly younger woman…

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Dennis Quaid and Santa Auzina turned heads when they began dating in late 2016. Why? Their good looks, obviously, but it also had something to do with their 32-year age difference. Fun fact: When he started seeing the model, he was more than twice her age.

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In 2017, reports swirled claiming that David Foster, then 67, and Katharine McPhee, then 32, were dating, which came as a shock to many, considering their 34-year age difference. However, the musician-producer and the singer-actress didn’t let that get in the way of their love. In 2018, they got engaged while on vacation in Italy and in 2019, they wed in London. They welcomed their first child together, son Rennie, in 2021.

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In January 2021, photos of actress-director Olivia Wilde and Harry Styles holding hands at his agent’s wedding days earlier hit the internet, confirming speculation that the pair — he’s nearly 10 years her junior — are a couple. Olivia directed the singer-actor in “Don’t Worry Darling” when she was 36 and he was 26. The couple split in November 2022.

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There’s nearly 25 years between these newlyweds. IsaBeall Quella — whom Brad Garrett met at the Boston art gallery where she worked in 2008 — was 11 when his hit sitcom “Everybody Loves Raymond” premiered in 1996 and he was 36. Fast-forward a few decades and IsaBeall was 36 and Brad was 61 when they married in late 2021 after nearly 14 years as a couple. Brad joked about their age difference in an interview with “Entertainment Tonight” in 2015 — the year they got engaged. “I’m with someone now who’s a little young,” he said, quipping, “We had an AMBER Alert the other night when we went to the movies.”

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Josh Duhamel started seeing former Miss World America Audra Mari in 2019 when she was 25 and he was 46. Nearly three years later, the actor popped the question on Audra’s 28th birthday — Jan. 8, 2022 — when he was 49. Josh, who’s 21 years her senior, explained during a 2018 episode of Dax Shepard’s “Armchair Expert” podcast why he was looking to date a younger woman following his split from music star Fergie, with whom he shares a son. “I want to have more kids in the next few years. So it’s more about finding someone young enough to have kids. It’s not as if I’m out there trying to just f*** anything. That’s not who I am. I’m trying to find a girl that I can be with and have a family with,” he said.

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Oscar winner Casey Affleck was photographed kissing his new girlfriend, actress Caylee Cowan (see the snaps here) — who at 23 is half his age — on Nov. 23, 2021, and two days later called her “my love” who “always shows up when it counts” in an Instagram post. Caylee was born in 1998 — two years before Casey started dating first wife Summer Phoenix, from whom he split in 2015 after nearly a decade of marriage and two kids together.

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In June 2022, Sean “Diddy” Combs confirmed that he’s dating Yung Miami, one-half of the duo City Girls — who’s 24 years his junior. The music stars were first romantically linked in the summer of 2021 when he was 51 and she was 27. Diddy admitted their involvement when he was a guest on her show “Caresha Please,” telling her after she asked him, “Like, what’s your relationship status? … So what we is?” that he considers them to be “dating. We go have dates, and we’re friends. We go to exotic locations, we have great times, we go to strip clubs, church…” When she prompted him to describe what he likes about her, he said, “You’re authentic, you’re one of the realest people I’ve ever met … you’re a great mother and a great friend. And we just have a good time, you know? You’re the funnest.”

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In late October 2021, Kim Kardashian started spending time with Pete Davidson, who’s nearly 13 years her junior. Within days of the first sighting of them holding hands at an amusement park, they’d gone on multiple dates — and the “Saturday Night Live” comedian spent his 28th birthday in November with the reality TV star at her momager Kris Jenner’s Palm Springs, California, vacation home.

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British TV presenter, model and fashion designer Alexa Chung dated a man 13 years her junior: In 2019, she started dating Orson Fry, who MailOnline has reported is the heir to the Fry’s chocolate dynasty. His father is Cosmo Fry and his late mother is Amanda Aspinall, who was previously married to music star Daryl Hall of famed music duo Hall & Oates. Alexa was about 35 when she and Orson started dating while he was in his early 20s.

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There’s a 17-year age gap between these Hollywood players. When “The White Lotus” actress Alexandra Daddario confirmed in December 2021 that shen was engaged to “A Quiet Place” and “Tom Clancy’s Jack Ryan” producer Andrew Form — who was previously married to “Fast & Furious” franchise star Jordana Brewster — she was 35 and he was 52. They married in 2022.

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Leonardo DiCaprio was first spotted out with Argentinian-American actress-model Camila Morrone — who’s 23 years his junior — in Los Angeles in December 2017 when he was 43 and she was 20. Camila later defended their age-mismatched romance in an interview with the Los Angeles Times. “There’s so many relationships in Hollywood — and in the history of the world — where people have large age gaps,” she said. “I just think anyone should be able to date who they want to date.” Rumors the pair had split emerged around the time of her 25th birthday in June 2022 and were confirmed that August.

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“Falcon Crest” and “Grease” actor Lorenzo Lamas was 63 when he proposed to Idaho native Kenna Nicole Smith — who’s 27 years his junior, according to People magazine — in early 2021. She’ll be his fifth wife. “Kenna and I met through my Godmother Francesca Daniels last April [in 2020]. I proposed to Kenna on Thursday the 11th of February In Las Vegas. She accepted my Lifetime Valentine’s request,” he said in a press release shortly after getting engaged, People reported. Lorenzo gushed about his bride-to-be on Instagram the day after he popped the question, writing, “Since our first embrace, she’s held me captive. She fills my heart with feelings I’ve never felt, dreams I’ve never had and wishes I’ve never thought of. Kenna Nicole, the love of my life, said she’d take my hand in marriage in order that we spend our lifetime together as one and I couldn’t feel more joy in my heart. Love conquers all my friends.”

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Nicolas Cage was 56 when he made his public debut with Riko Shibata at the Independent Spirit Awards in Santa Monica, California, in February 2020. A few weeks later, Britain’s The Sun and DailyMail.com reported that Riko — seen here with Nic in New York City in March 2020 — is 30 years the actor’s junior and three years younger than his eldest son, Weston. Nic was 57 when he married a 26-year-old Riko — it’s his fifth marriage — at the Wynn Hotel in Las Vegas on Feb. 16, 2021. In 2022, they announced they’re expecting their first child together.

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Scott Disick was 34 when he and Sofia Richie began dating in 2017 shortly after she turned 18. They called it quits in May 2020, with reports citing Scott’s long-standing issues as the catalyst. After a brief reconciliation that summer, they called it quits for good, with some reports indicating their 15-year age difference was a factor in the breakup. Later in 2020, he started dating another woman who was even younger: then-19-year-old Amelia Gray Hamlin, who’s 18 years his junior. “Everybody gets this wrong that I look for young girls… I don’t go out looking for young girls — they happen to be attracted to me because I look young,” Scott told host Andy Cohen on a 2021 “Keeping Up With the Kardashians” reunion special.

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Actor James Woods — who’s 42 years older than love Sara Miller, according to Page Six — sparked speculation that they’re engaged after Sara was photographed wearing a sizable diamond solitaire ring during a May 2021 lunch outing with the Oscar nominee. (See photos here.) Engagement rumors first cropped up a month earlier when the actor, who’s been married twice before, shared an Instagram photo of Sara wearing the same ring one day after his 74th birthday and captioned it, “Life is a blessing.” 

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In April 2020, 46-year-old Kate Beckinsale was photographed holding hands with 22-year-old Canadian musician Goody Grace while on a walk in Los Angeles. The pair — who have nearly 24 years between them — were first spotted spending time together in January 2020. Kate and Goody, who’s just a year and a half older than Kate’s daughter, Lily Sheen, split in October 2020.

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Kate Beckinsale is living her best life — she’s romanced significantly younger men before… She and comedian Pete Davidson were first linked in January 2019 when the actress was 45 and the “Saturday Night Live” comedian was 25. Over the next few months, they flaunted their budding romance with PDA in Los Angeles and New York City. They ultimately split after less than four months of casually dating. In 2017, Kate dated comedian Matt Rife, who’s 22 years her junior, and in 2018, she shared a steamy PDA-filled night out at a Los Angeles nightclub with British actor-comedian Jack Whitehall, who’s nearly 15 years younger than her.

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In October 2016, the world learned that actor-activist Sean Penn, then 56, was romancing actress Leila George, then 24, when they were photographed sharing some PDA in the ocean. More than three years later in January 2020, the couple — who have nearly 32 years between them — made their official solo red carpet debut as a couple at an event for his CORE charity, and six months after that, they tied the knot in July 2020, Sean confirmed days later. (Sean, by the way, is only a year younger than Leila’s father, actor Vincent D’Onofrio, and just a few months younger than her mother, actress Greta Scacchi.) But it didn’t last: Leila filed for divorce in October 2021 after just 14 months of marriage.

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In August 2020, it was revealed that there was a new woman in Brad Pitt’s life — and that she’s nearly three decades his junior. It was confirmed that a 56-year-old Brad was dating German model Nicole Poturalski — who multiple media outlets reported was a 27 — after they were spotted traveling together in France. But the relationship soon ended. They were first spotted together in public at a Kanye West opera in Hollywood in November 2019.

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Harrison Ford’s son Ben Ford is only three years younger than the actor’s third and current wife, Calista Flockhart. The “Star Wars” legend is 22 years older than the “Ally Mcbeal” alum.

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In 2003, “How to Get Away with Murder” star Viola Davis married Julius Tennon, who’s 13 years her senior. According to the actress, she prayed for a man in her life, and three weeks later, there he was! “I asked for a husband who was emotionally available, someone who was older, someone who maybe had a family before,” she told Essence magazine in 2013. “I like older men. Someone from the South. Someone who loves God more than he loves himself.” Viola and Julius have been happily married since 2003! They share daughter Genesis.

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On July 17, 2019 — not long after it emerged that they were dating — Welsh actor Michael Sheen, who was 50 at the time, took to Twitter to reveal that he and then-25-year-old Swedish actress Anna Lundberg were expecting a baby together. “Very happy to let everyone know that my partner Anna and I are expecting a little angel of our own,” the “Good Omens” star wrote. They welcomed daughter Lyra that September and in 2022 became parents again.

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There was a 24-year age gap between late “Jeopardy!” host Alex Trebek and his wife. The game show legend, who died at 80 in November 2020 after a battle with stage 4 pancreatic cancer, married Jean Currivan in 1990 when she was 26. Shortly before his diagnosis, Alex told People magazine that his one regret in life was that he and Jean hadn’t been together longer. “My wife Jean and I have been together almost 29 years, and I was thinking about President Bush when he died, and all the comments about his life about what a nice guy he is, and how he and his wife had been together 73 years,” Alex said. “I thought, oh my gosh… if I’d just met Jean in my 20s we could have had a longer life together. I guess if I’d met her when I was in my 20s, she wouldn’t have been born yet. But hey, 29 years is pretty good!” The couple celebrated their 30-year wedding anniversary a few months before Alex passed away.

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“Oceans 12” star Vincent Cassel is 30 years older than his wife, model Tina Kunakey. The couple tied the knot in August 2018 when he was 51 and she was 21 and welcomed a daughter the following year. They began dating when Tina was 19.

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Heidi Klum is 16 years older than third husband Tom Kaulitz. In 2018, the model gushed about her then-boyfriend to InStyle. “My boyfriend is many years younger than me, and lots of people are questioning that and asking about it,” she said. “That’s really the only time when age seems to be shoved in my face and I have to give an answer for it. I don’t really think about it that much otherwise. You have to just live a happy life without worrying too much about what people think because worrying is only going to give you more wrinkles.” The model mogul and the German rocker tied the knot in 2019 when he was 29 and she was 45.

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In January 2020, Pamela Anderson tied the knot for the fifth time, marrying “A Star is Born” producer Jon Peters — who’s 22 years her senior — in Malibu. But just 12 days later, it was over — and since they never filed the paperwork, it was as if it never happened. The couple first dated 30 years earlier when Pam was 22 and Jon was 44 (they’re seen here in 1989).

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“Full House” alum John Stamos met wife Caitlin McHugh — who’s 22 years his junior — while shooting an episode of “Law and Order: SVU” in 2015. After nearly two years of dating, John proposed at one of her favorite places — Disneyland! The couple married in February 2018 when he was 54 and she was 31. They welcomed their first child, son Billy, that same year.

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Richard Gere is 34 years older than his wife, Spanish socialite Alejandra Silva. The duo was first spotted out together as a couple in June 2015. They quietly tied the knot in April 2018 and welcomed their first child together in 2019 and second in 2020.

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Gavin Rossdale and Sophia Thomalla began dating in April 2017 when he was 51 and she was 27. And get this: The German model is actually one year younger than Gavin’s eldest child, daughter Daisy Lowe. They split in late 2018.

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This power couple has overcome far more than an age gap! Beyonce is 12 years younger than husband JAY-Z, whom she started dating when she was 19. In 2003, Bey released her smash hit single “Crazy in Love” featuring Jay, which was reportedly inspired by the beginning stages of their romance. The “Everything Is Love” musical duo tied the knot in 2008 and now share three children — daughter Blue Ivy Carter and twins Sir and Rumi.

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Camila Alves and Matthew McConaughey have a 14-year age difference between them and have been together since 2007. The happy couple married in 2012 and have three gorgeous children together: sons Levi and Livingston and daughter Vida.

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Daytime talk show host Ellen DeGeneres is 15 years older than wife Portia de Rossi. The couple married at their home in Los Angeles in 2008.

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Nick Jonas and Priyanka Chopra started off as friends, but things turned romantic in the summer of 2018 and they got serious in a hurry. Priyanka, who’s 10 years older than Nick, even introduced him to her mom within weeks! Within the first few weeks of dating, they couple was seen in India, Brazil, New York City and Los Angeles — and they were engaged by the end of July. They married in India that December when the actress was 36 and the singer was 26. In 2022, they welcomed their first child via surrogate.

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George Clooney met the love of his life in 2013. The long-time bachelor fell hard for Amal Alamuddin, an international law and human rights attorney, and the two were married a year later in Venice, Italy, when George was 53 and Amal was 36. The 17-year age difference never seemed to be a factor for the duo, who welcomed twins in 2017.

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Jonathan Bricklin and Susan Sarandon raised eyebrows for their 30-year age gap when they started dating after her high-profile breakup with Tim Robbins. She ultimately split with Jonathan after six years.

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Comedian Kathy Griffin loves to crack jokes about the 18-year age gap between herself and marketing exec Randy Bick. The couple tied the knot in January 2020 when the actress was 59.

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Art imitates life! Michael Fassbender and Alicia Vikander co-starred as husband and wife in the 2016 flick “The Light Between Two Oceans.” An 11-year age difference was hardly a problem for the couple — in 2017, they tied the knot in Spain when Michael was 40 and Alicia was 29. In 2021, they welcomed their first child, a son.

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Mariah Carey was married to Tommy Mottola (pictured), who’s 21 years her senior, from 1993 to 1998. She then wed Nick Cannon, who’s 10 years younger than her, in 2008. After they broke up, Mariah got engaged to the more age-appropriate Australian billionaire James Packer, who’s only three years older than her. After they split, she quickly moved on with dancer Bryan Tanaka, who’s 14 years her junior.

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There’s a 35-year age difference between Randy Jackson and his musician girlfriend, Simone. But it doesn’t faze this duo. You want perspective? She was born when George H.W. Bush was in the White House. Randy, however, was born when Dwight D. Eisenhower was commander in chief.

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“One Tree Hill” actress Hilarie Burton and “The Walking Dead” star Jeffrey Morgan are separated by 16 years. That makes no difference to them. The couple began dating in 2009 when she was 26 and he was 42 and wed in 2019. They share two children.

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Josh Duhamel and Eiza Gonzalez didn’t let their 17-year age difference get in the way of their romance. The couple began dating in June 2017, five months after he and music star Fergie announced that they were separating. After about a year of dating, Josh and Eiza split. In the summer of 2020, Eiza was in another age-mismatched romance: She was photographed sharing PDA with actor Timothée Chalamet, who’s six years her junior.

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Michael Douglas and Catherine Zeta-Jones have been married since 2000. They treaded some rocky waters and separated for a short while in 2013 but are happy together now. Michael is 25 years older than the Oscar-winning actress, whom he wed when he was 56 and she was 31. They share two children.

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Steven Tyler hired Aimee Preston as his assistant in 2012 when she was just 23 years old. The two hit it off and made their public debut as a couple in February 2016 when Steven was 68 and she was 27. That, ladies and gentlemen, is a 41-year difference in age. (Aimee is actually younger than two of Steven’s daughters.)

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Twenty-five years is nothing! That’s the span of the age gap between Kardashian family matriarch Kris Jenner and boyfriend Corey Gamble, who’s a year younger than her eldest daughter, Kourtney Kardashian. The two have been an item since November 2014.

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It was essentially love at first sight for director Sam Taylor-Johnson and Golden Globe winner Aaron Taylor-Johnson. The pair met on the set of the Sam-helmed 2009 biopic “Nowhere Boy,” back when the actor was just 18. But despite their 24-year age gap, and meeting when Aaron was just venturing into adulthood, they managed to defy the odds. The lovebirds tied the knot in 2012 and have two daughters, Wylda and Romy.

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Can you believe there’s a 20-year age gap between Rosie Huntington-Whiteley and Jason Statham?! They don’t look two decades apart in age! The British lovebirds have been together since 2010, got engaged in 2016 and welcomed two children together.

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Kelsey Grammer was married and divorced three times before finding love again with a 27-years-younger Kayte Walsh (with whom he shares three children), who happens to be just two years older than his eldest daughter, actress Spencer Grammer.

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Sylvester Stallone was 42 in 1988 when he began dating model Jennifer Flavin, who was 19 at the time. The couple tied the knot in 1997. They now share three daughters — Sistine, Sophia and Scarlett.

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Mel Gibson’s latest girlfriend is 35 years his junior! The actor-director welcomed his ninth child — son Lars — with champion equestrian vaulter-turned-screenwriter Rosalind Ross in early 2017 when he was 61 and she was 26.

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Susan Crow is Tony Bennett’s third wife, and she is 40 years younger than the singer, to whom she’s been married since 2007. In Tony’s memoir, “Just Getting Started,” he wrote that he “met” Susan when her mother was pregnant with her during a meet-and-greet in New York in 1966. Weird.

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Here’s a fun fact about Bruce Willis: His second and current wife, Emma Heming (with whom he shares daughters Mabel and Evelyn), is 10 years older than his eldest daughter, Rumer Willis. The action star is 24 years older than his wife!

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Not only is David Hasselhoff’s wife nearly 28 years his junior, but she has the same name as one of his kids. In 2018, The Hoff married Hayley Roberts, who is only two years older than his daughter Hayley Hasselhoff.

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Could the 35 years between Clint Eastwood and Dina Eastwood be one of the reasons their marriage failed? The couple divorced in 2014.

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David Cross and Amber Tamblyn, who randomly met and connected on a flight to Louisiana in 2009, tied the knot back in 2012. The funnyman is 19 years older than the actress, who gave birth to their daughter in February 2017.

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Seventeen years wasn’t the only thing that separated French banker Olivier Sarkozy and Mary-Kate Olsen, from whom he split in 2020. The former couple is also more than a foot apart in height: He’s 6-foot-3 while the former “Full House” actress-turned-fashion mogul is 5-foot-2. Her twin sister likes older men too…

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Richard Sachs is 28 years older than Ashley Olsen, but that didn’t stop them from kissing at a New York Knicks game at Madison Square Garden in New York City in November 2016. The two dated for five months before splitting in March 2017.

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When Doug Hutchison and Courtney Stodden got hitched in 2011, she was not only 34 years younger than the actor but also just 16 years old. The off-and-on couple separated in September 2017 and the former teen bride filed for divorce in March 2018.

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Jerry Seinfeld and wife Jessica Seinfeld tied the knot in 1999 when she was 28 and he was 45 after just a year of dating. The couple — who have a 17-year age gap between them — first crossed paths at a gym while Jessica was newly married to her first husband. Now they share three children — Sascha, Julian and Shepherd.

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Late music manager Rene Angelil met and started working with Celine Dion when she was just 12 and he was 38. The superstar singer didn’t marry Rene, with whom she has three sons, until she was 26 (he was 52).

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One of the gold standards of age defying romances are Warren Beatty and Annette Bening. The longtime couple is 21 years apart in age. They first met in 1991 while filming “Bugsy.” They married a year later, and they now have four kids together.

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Madonna has romanced quite a few super-hot younger men! Take Brazilian model Jesus Luz, for example: The couple had a 29-year age gap when they dated back in 2009.

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It wasn’t a huge surprise when late Playboy founder Hugh Hefner tied the knot with a woman who was 60 years younger — Crystal Hefner — in 2012. After all, the majority of his ex-girlfriends have been a lot, lot younger.

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Dancer-choreographer Casper Smart and Jennifer Lopez broke up in August 2016 after being off and on for the better part of five years. Casper is 18 years younger than the superstar.

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Johnny Depp and Amber Heard went through a difficult divorce in 2016 after barely a year of marriage. Johnny is 23 years older than his ex!

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When Ashton Kutcher and Demi Moore wed in 2005, she was labeled a cougar because of their 15-year age difference. Her eldest daughter, Rumer Willis, was only 10 years younger than her then-stepfather. After their divorce in 2013, Ashton linked up with actress Mila Kunis, who is much closer to him in age. (Ashton is only five years older than Mila.)

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Billionaire businessman Elon Musk and Canadian singer Grimes made their first public appearance as a couple at the 2018 Met Gala. In 2020, the “Oblivion” singer welcomed her first child with the Tesla and SpaceX founder, who’s 16 years her senior. The off-and-on couple welcomed a second child via surrogate in late 2021.

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Bradley Cooper and model Suki Waterhouse split in March 2015 after dating for almost two years. Could their 17-year age gap have been a factor?

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Former “Friends” star David Schwimmer was in a relationship with photographer Zoe Buckman — he’s 19 years her senior — from 2007 to 2017. The two secretly tied the knot in 2010 and welcomed a daughter, Cleo, the following year. They’ve since split.

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Actress Rosario Dawson began dating Democratic politician Cory Booker — who is 10 years her senior — in 2018 when she was 39 and he was 49. They split in 2021.

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Rowan Atkinson is 28 years older than girlfriend Louise Ford, with whom he shares daughter Isla. They moved into his London home together just weeks after his divorce from his wife was finalized in 2015.

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Kate Upton and Justin Verlander tied the knot in 2017 and welcomed their first child in 2019. The model is nine years younger than her baseball player husband, whom she wed at 25.

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Martin Mica didn’t seem to mind the 30-year age gap between himself and former love Sharon Stone. They were a pretty darn good-lookin’ couple, wouldn’t you say?

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