Celebrities have a tendency to go through whirlwind romances like it’s no big deal. One day they are married, and the next they are dating their co-star. But then they are seen canoodling with a young model on a patio somewhere. The love lives of many celebrities are like a soap opera, we can experience through tabloid stories and internet gossip. Even though we don‘t know any of them personally, we like to think we know who would make a perfect couple (Ryan Gosling and Rachel McAdams are soul mates for sure). And then they go, and do the complete opposite. They say opposites attract, and in Hollywood, the stars often take that to the extreme with weird, and sometimes downright creepy, May-December romances.
There are some age gaps that no one bats an eye at. Demi Moore and Ashton Kutcher were a gorgeous couple, and 16 years apart. No one even thinks about the fact that Jay-Z is 12 years older than Beyonce. Some couples just work, despite the age difference. But that is not the case with the following celeb May-December romances we have the pleasure of scrutinizing from the comfort of our own homes.
Mira Sorvino & Christopher Backus – 14 years
Demi and Ashton weren’t the only ones to realize a relationship between an older woman and a younger man, sometimes works out. Oscar winner Mira Sorvino was 36 when she met aspiring actor, 22-year-old, Christopher Backus at a charades party. The two tied the knot in 2003, and are still happily married with 4 kids. The key to their success may have been Backus’ willingness to have kids so young, and by looking at them, you would never think that Sorvino is much older than her husband. As far as May-December romances go, this one is pretty tame.
Kelsey Grammer & Kayte Walsh – 25 years
Cheers and Frasier star, Kesley Grammer is on his fourth wife, and she is the youngest one yet. 34-year-old Kayte Walsh, a (former) British flight attendant met Grammer when he was still married to his ex-wife, Real Housewives of Beverley Hills star, Camille Grammer. Kelsey and Kayte got married a mere 3 weeks after the ink dried on the his divorce papers, and he has since admitted that he cheated on his third wife, with his now-fourth. Despite Kesley’s age (59), he is still having children. His youngest is due later this year.
Liberace & Scott Thorson – 40 years
If the term “sugar daddy” ever applied to anyone, it was musician, Liberace‘s relationship with lover, Scott Thorson. Their relationship started out innocent enough, with Liberace hiring Thorson to be his “personal friend and companion”. The companionship led to a five-year romantic relationship, that Liberace often denied, as he did all speculation that he was gay. Thorson claims their committed relationship ended because of Liberace’s promiscuous behaviour, and his own drug addiction. Thorson even tried to sue Liberace for $113 million in palimony – the first palimony suit involving a same sex couple, in U.S history. He ended up getting only $95,000, and he went on to write a book, Behind the Candelabra: My Life With Liberace, about their relationship.
Billy Joel & Katie Lee – 33 years
Billy Joel may not be a looker, but he has talent and money on his side. Those two things helped him win over supermodel Christie Brinkley and most recent ex-wife, food critic, Katie Lee. She was only 23 years old when she married Joel, who was 56 at the time. Joel’s daughter, Alexa, is only 4 years younger than her (former) stepmother. Weird, right? Somehow they stayed married for 5 years before rumors of Katie’s infidelity started swirling. And unfortunately, for anyone accusing Katie of being a gold digger (and for Katie herself), the couple had a prenup. She has since been linked romantically with Russel Crowe, and Will Arnett.
Amber Tamblyn & David Cross – 19 years
The 50-year-old Arrested Development star and the 31-year-old Two and a Half Men star got married in 2012, after dating for 2 years. Cross has said “I was slow to make any moves because of our age difference, and also because she was a fan.” They may be an odd looking couple, but their mutual sense of humour is what makes them a good match, according to them. There has been some speculation recently that they are expecting their first child, but nothing confirmed, yet!
Madonna & Brahim Zaibat – 28 years
Madonna and her dancer boyfriend, Brahim Zaibat, were together for 3 years despite their 30 year age difference. They met when he performed at her daughter, Lourdes’, launch of her new Macy’s clothing line. (FYI, Lourdes is only 10 years younger than her mother’s former boytoy.) Zaibat was then given a spot as a backup dancer on Madonna’s MDNA tour. The couple split in the beginning of 2014, due to complicated work schedules, but Madonna has already moved onto an even younger guy. 26-year-old, Timor Steffons is also a backup dancer.
Calvin Klein & Nick Gruber – 45 years
Fashion royalty, Calvin Klein‘s ex has allegedly written a (yet to be released) tell-all book about his relationship with the designer. He called their year relationship “true love”, but there are sources that beg to differ, calling Nick Gruber a straight gold digger who is “gay for pay”. The 23-year-old was Klein’s first public relationship with another man, and it was clear that the 68(at the time)-year-old’s money, generosity and lavish lifestyle were the main draws for Gruber.
Woody Allen & Soon-Yi Previn – 31 years
In one of the creepiest cases of celebrity May-December romance, we have award-winning director, Woody Allen, marrying the adopted daughter of ex-partner, Mia Farrow. The relationship was perfectly legal, as Allen and Farrow were never married, so he was not Soon-Yi’s legal stepfather. But the age difference, and the fact that he cheated on Farrow with her own daughter, remains. Allen is estranged from his son, Ronan, partly because of the scandal. On Father’s Day 2012, Ronan even tweeted “Happy Father’s day – or as they call it in my family, happy brother-in-law’s day” Despite the backlash from family and the public, Soon-Yi and Woody are still together and have been married for 17 years now.
Hugh Hefner & Crystal Harris – 60 years
It’s hard to tell sometimes if Hugh Hefner‘s relationships are legitimate, or he just likes having a young, hot trophy on his arm. He is the creator of the most famous pornographic magazine in the world, after all. His current wife is 28-year-old Crystal Harris, who is 60 years his junior. She was featured on one season of E!’s The Girl’s Next Door, a reality show about Hefner’s many playmate girlfriends. We have to wonder if Harris is banking on a hefty inheritance when 82-year-old Hefner kicks the bucket.
Roberto Cavalli & Lina Nilson – 47 years
Now this one is about as confusing as it gets. 73-year-old fashion designer, Roberto Cavalli has managed to snag 26-year-old brunette bombshell, Lina Nilson, and they are currently in a relationship that resembles something more like a grandfather and his granddaughter. With a net worth of $500 million, Cavalli could probably buy any girl he wanted and maybe at his age, he doesn’t care about true love anymore. But what’s her excuse? What can a 73-year-old and a 26-year-old possibly have in common?
Courtney Stodden & Doug Hutchison – 34 years
This couple has snagged headlines in the last few years because of 19-year-old Courtney Stodden‘s exhibitionist ways, and the fact that she was 16 years old when she tied the knot with 51-year-old actor, Doug Hutchison. The two met online, and fell in love before ever meeting in person. Stodden’s parents were aware of their relationship, but allowed their daughter to make her own decision regarding marriage. Hutchison said that their relationship caused a huge backlash for him, and he was called a pedophile and a predator. His agent quit, his family disowned him and he even received death threats. Hope the 2 years of marriage was worth it. In November of 2013, the couple announced they were separating, citing the 34-year age difference as a huge contributing factor.