Everyone wants to recapture their youth when they get older. Being old is somewhat of a stigma and holding on to what is youthful is desired in every aspect. These celebrities have chosen mates who are younger than they are in order to grab those youthful and “roaring” moments again. Some of these celebs could be the parents of the partners that they have, but it doesn’t make a difference to them!
Kelsey Grammer and Kayte Walsh
Kelsey Grammer was previously married to Doreen Alderman, Leigh-Anne Csuhany, and Camille Grammer before he met Kayte Walsh. The old saying “the third time is a charm” did not apparently work for him when it came to getting married. Being married to a person who is around the same age might have been a bit routine to Kelsey Grammer, 61, and he might have decided to have a change of pace once he realized that there was some type of compatibility issue with the same age thing, with the exception of Camille Grammer. Kelsey Grammer had the seven-year itch apparently because he cheated on Camille Grammer with Kayte Walsh, who is 35 years old.
Harrison Ford and Calista Flockhart
Harrison Ford was married twice before he got with Calista Flockhart. His second marriage to screen writer Marissa Mathison (June 3, 1950 – November 4, 2015) lasted a good 21 years before they got divorced. Harrison Ford apparently was bitten by the young bug when he and Calista Flockhart began dating each other.
Harrison Ford was 60 years of age when he started dating Calista Flockhart, while she was 38. They met each other at the 2002 Golden Globes. Ford and Flockhart got married on June 15, 2010. This was Flockhart’s first marriage and Harrison’s 3rd marriage. Speaking of the age difference, Flockhart told Closer Weekly, “That’s a non-issue. It’s like, we met and, by the way, there’s a big age difference. And the truth is, I sometimes feel very much older than Harrison.”
Dick Van Dyke and Arlene Silver
Dick Van Dyke and Arlene Silver met at a SAG Awards dinner back in 2006. Arlene Silver was a makeup artist at the time when she met Dick Van Dyke. Van Dyke just had to talk to Silver as he has stated. In an interview he did with talk show legend Oprah Winfrey, he stated, “I never approached a strange woman in my life. [It was] instinct. So, I walked over, sat down and introduced myself.”
Arlene Silver was not familiar with Dick Van Dyke or any of his films before she met him. Van Dyke has gone on record as saying (about Silver) “She would drop by, cook my dinner or bring me dinner, and just took care of me. So, I mean, I had to marry her.” Van Dyke is 46 years Silver’s senior.
David Letterman and Regina Lasko
David Letterman was previously married to Michelle Cook. Their marriage lasted for 9 years and they were divorced in 1977. It was 32 years before David Letterman would marry again. 32 years is a long time being single, and what better way to recapture those youthful years again by marrying a younger woman? Letterman and Regina Lasko dated before they tied the knot in 2009.
Letterman was involved in a sex scandal that occurred for many years before marrying Lasko. David Letterman is only 13 years older than his wife. When Regis Philbin asked about her, Letterman replied, “‘She’s a lovely woman and she’s just fine. I don’t know what to say about her.”
Anna Nicole Smith and J. Howard Marshall II
Anna Nicole Smith was married to Billy Wayne Smith for eight years before they divorced in 1993. Back in 1991, she was performing at a strip club called Pleasures, and she met an elderly man by the name of J. Howard Marshall II. He was a wealthy businessman 63 years older than Anna Nicole Smith.
Smith married Marshall on June 27, 1994. This marriage was marred by controversy because people believed that Smith only married Marshall for his money. They were together until his death in 1995. Marshall’s son fought over his father’s estate with Smith, and the case went to the Supreme Court, but Marshall’s son died in 2006 and Anna Nicole Smith died in 2007.
Rod Stewart and Rachel Hunter
Rod Stewart was involved in several relationships and two marriages before he married model and actress Rachel Hunter. Rod Stewart is known for his iconic music and is one of the best-selling artists of all time. Rod Stewart is also known for dating and even marrying beautiful women.
The whole model and rock star connection was common back then and has carried on today. Rod Stewart married Rachel Hunter on December 15, 1990. They had two children together named Liam and Renee. Rod Stewart was 45 years old and Rachel Hunter was 20 years old when they got married. Stewart and Hunter were separated in 1999 and their divorce was finalized on November 2, 2006. Stewart told Daily Mail, “I was 45, so there were nearly 25 years between us. But it wasn’t that she was too young for me. She was, quite simply, too young: too young to get married, too young to become caught up in another person’s life, which is what happened.”
Billy Joel and Alexis Roderick
Billy Joel, aka the Piano Man, was married to the Uptown Girl, aka supermodel Christie Brinkley. The piano man and the uptown girl were married for 9 years until they were divorced in 1994. Joel has followed in the footsteps of many musicians and has gone the supermodel route when it came to getting married. Billy Joel then married a cookbook author who was every bit of a model in appearance named Katie Lee in 2004. Katie Lee is 31 years younger than Billy Joel. This marriage lasted until 2010.
Billy Joel married his current wife, manager Alexis Roderick in 2015. Alexis Roderick was 33 years old and Joel was 66 years old when they were married. She had a child with him named Della Rose Joel on August 12, 2015.
Bruce Willis and Emma Heming
Bruce Willis was previously married to actress Demi Moore before he hooked up with Emma Heming. Bruce Willis married Demi Moore in November of 1987 and they divorced 13 years later in 2000. He then got involved in a relationship with Brooke Burns, who was 23 years younger than he was.
From Brooke Burns, he moved on to model Emma Heming, with a 24 year age gap between the two of them. Bruce Willis and Emma Heming have two children together: Mabel Ray Willis who was born in 2012, and Evelyn Penn Willis who was born in 2014. Ironically, his former wife Demi Moore (whom you will see in this article later) married a younger guy herself.
Patrick Stewart and Sunny Ozell
Patrick Stewart is a legend to comic book and sci-fi fans. He was at one time married to Sheila Falconer and their marriage lasted from 1966 – 1990. Stewart then married television producer Wendy Neuss from 2000 to 2003. Neuss was 14 years younger than Stewart. Patrick Stewart then married a younger woman by the name of Sunny Ozell in 2013.
Sunny Ozell is a jazz musician by trade and she is 38 years younger than Patrick Stewart. Patrick Stewart is known for dating women much younger that himself. He is reported to be a ladies’ man among the big time actors of Hollywood. While they’re happily married, they both admit the age difference was awkward for members of their family. With Ozell being the same age as Stewart’s grown children, she told Daily Mail of her relationship with them, “That was a territory I trod on very lightly. I didn’t want to force myself on them but they were very welcoming.”
Michael Douglas and Catherine Zeta-Jones
Michael Douglas of Wall Street (1987) fame is no stranger when it comes to choosing a younger partner. Michael Douglas was 33 years old when he married Diandra Luker, who was 19 years old at the time. They were married from 1977 to 1995 and they had a son named Cameron in 1978. Luker ended up taking a chunk of cash from their divorce in which she was awarded $45 million.
Michael Douglas then dated Catherine Zeta-Jones in 1999 and they got married in 2000. Zeta-Jones is 25 years younger than Douglas. Michael Douglas and Catherine Zeta-Jones were both born on September 25. The two are comfortable with their age difference and have a good sense of humor about it. Douglas said, “We joke all the time about when I reach my 80s and she’s wheeling me around and I’m saying ‘Whoa, where are we going?’”
Tina Turner and Erwin Bach
Tina Turner was in a well-publicized relationship with Ike Turner for many years. Their marriage was noted in the media as a not-so-pleasant marriage that was marred by abuse and all sorts of crazy things. Tina Turner was finally able to break away from their strained relationship and she moved on from Ike Turner and found a loving partner in Erwin Bach.
Tina Turner dated Erwin Bach beginning in 1985. They married many years later in 2013. She was 74 years old when she married Bach, while he was 58. Turner says her marriage is “a wonderful place to be.”
Mary Tyler Moore and Robert Levine
Mary Tyler Moore was married twice before she began dating Robert Levine. She met Robert Levine back in 1983. Mary’s mother was sick at the time and Robert Levine, a doctor by trade, was the doctor on call.
According to People Magazine, as Robert Levine was leaving the residence, he said to Moore as he was leaving, to get in touch with him if she needed anything. Mary Tyler Moore then asks him, “Does acute loneliness count?” This is how their relationship began. Mary Tyler Moore was 47 years old when she met Robert Levine, who was 29 at the time.
Jack Nicholson and Sandra Knight
Jack Nicholson has only been married once, to actress Sandra Knight back in 1962. They were married for six years and then their marriage ended in 1968. Knight told Closer magazine, “The real Jack is a loving, caring, giving person. We had a very beautiful, sweet marriage.”
Although Sandra Knight was only three years younger than Jack Nicholson, Nicholson has a long string of women that he has gone out with. All of the women that Jack Nicholson has gone out with have been very beautiful and a very large majority of these women have been very young women. Jack Nicholson has a long list of women that range from models, singers, actresses, and the like.
Hugh Hefner and Crystal Harris
Hugh Hefner made his fortune from many women that were between 20 and 30 years of age and continued to make money from these ladies for a long time. He was known for having young and beautiful women occupying his mansion. Men dream about having beautiful women running around in their house, but it was a reality for Hugh Hefner.
It is no surprise that Hefner married one of these young ladies since he had more than he could handle. He was married to Crystal Harris. She is a model and a blogger and was the co-captain of his cruise ship. Have you ever wondered why Hefner wore that captain hat? The two married when Hefner was 86 years old and Harris was 26. In a candid moment with Huffington Post, Harris admitted the real reason she went through with the marriage, explaining, “Well for me it meant more security, knowing that I am the one for him…Like we were talking about, there are always girls in and out and always the feeling of maybe being replaced… And he made sure I didn’t feel that way anymore and that was what the wedding was all about.” They remained married until Hefner’s 2017 death, at the age of 91.
Donald Trump and Melania Knauss
Donald Trump is going to make America great again. Before he ran for president and went on his “Make America Great” campaign, he found himself winning the heart of a model named Melania Knauss. Donald Trump proposed to Knauss 13 years ago in 2004. They married on January 22, 2005. Of their marriage, Trump says, “The way I look at it, there’s nothing like a good marriage. And there’s nothing like having children. If you have the money, having children is great. Now I know Melania, I’m not gonna to be doing the diapers, I’m not gonna be making the food, I may never even see the kids. She’ll be an unbelievable mother.”
Donald Trump was 58 years old and Melania was 34 years old when they got married. Donald Trump was married twice before he married Melania Knauss and Melania had never been married before she met Donald Trump. Trump went out with a lot of younger women before he met his now-wife.
Milla Jovovich and Luc Besson
Actress and model Milla Jovovich was married twice before she met director Luc Besson. They actually met on the set of The Fifth Element in which Jovovich was the actress and he was the director. Filming began in 1997 and they were married that same year.
Jovovich was 22 years old in 1997 and Luc Besson was 38 when they were married. Their marriage may have been strained from the beginning, due in part to Luc Besson not only being Milla Jovovich’s husband, but also her boss. They were divorced in 1999.
Kevin Kline and Phoebe Cates
Kevin Kline met his future wife Phoebe Cates in 1983. They were auditioning for a movie called The Big Chill. Six years later they were married. This is the only marriage for both Phoebe Cates and Kevin Kline. Phoebe Cates was 26 years old when she married Kevin Kline, and Kline was 42 at the time of his marriage to Phoebe Cates.
Kevin Kline has been married to Phoebe Cates for 26 years now and things are going fine for the couple. They also have two children together as well. They have survived the test of time in Hollywood by being a long lasting couple.
Shania Twain and Robert Lange
Here is yet another case of a manager/boss marrying talent. You may see some sort of pattern in such relationships, although this may not be the case for every relationship of this caliber. Singer Shania Twain collaborated with producer Robert ”Mutt” Lange in 1993 when he reached out to Twain to produce a song for her. They had several conversations by phone before they became lovers that same year.
Shania Twain eventually married Robert Lange on December 28, 1993. Shania Twain was 28 and Robert Lange was 44 at the time of the marriage. They were together for 17 years and they had a son named Eja. They were divorced in 2010 after it was revealed that Lange was having an affair with Twain’s best friend.
Twain said, “For the first week after finding out about the affair, I was ready to die. To go to bed forever and never wake up. Or to hurt someone. I was ready to do something desperate. But in reality, there was nothing to do but to suffer through it. Fortunately, when you’re a mom, the responsibility of caring for your child can keep you going.”
John Ritter and Amy Yasbeck
John Ritter and Amy Yasbeck met on the set of the movie Problem Child in 1990. In their initial meeting, John Ritter forced Amy Yasbeck to eat a bagel with cream cheese because he thought she was too thin to play her role in the film. They became romantically attached shortly thereafter. Amy Yasbeck and John Ritter dated for eight years and the couple later married on September 18, 1999. Amy was 37 years old at the time of their marriage and John Ritter was 51 years of age.
Amy Yasbeck had a daughter with John Ritter named Stella in 1999. Sadly, John Ritter passed away on September 11, 2003. Yasbeck says of him, “I have a, you know, a John Ritter-shaped hole in my heart. Nobody can replace that.”
Demi Moore and Ashton Kutcher
Demi Moore is known for being associated with her ex-husband Bruce Willis. Bruce Willis and Demi Moore were married from 1987 to 2000. After her marriage ended with Willis, she ran into Ashton Kutcher in 2003 at a dinner in New York City. They started dating in May 2003 and they eventually got married in 2005.
Things were going well at first with this highly publicized couple. Rumer Willis, Demi’s daughter, even referred to Ashton Kutcher as MOD, or “my other dad.” The marriage then began to crumble and in 2011 Demi Moore made an announcement to end her marriage to Ashton Kutcher which read: “It is with great sadness and a heavy heart that I have decided to end my six-year marriage to Ashton. As a woman, a mother and a wife there are certain values and vows that I hold sacred, and it is in this spirit that I have chosen to move forward with my life. This is a trying time for me and my family, and so I would ask for the same compassion and privacy that you would give to anyone going through a similar situation.”
Salman Rushdie and Padma Lakshmi
The controversial British-Indian novelist and Nobel Prize nominee Salman Rushdie married Indian-born model, cookbook author, and television host Padma Lakshmi on April 17, 2004. The two were 23 years apart in age.
Rushdie and Laksmi were divorced after just three years. In a tell-all 2016 memoir Love, Loss and What We Ate, Lakshmi revealed the marital problems they had experienced. She wrote that struggled with severe endometriosis (then undiagnosed) and that she was frequently unable to fulfill the physical component of their relationship, leading him to call her “bad investment” at one point. Lakshmi also claims that Rushdie was possessive and insecure but says the two are now friends.
Emmanuel Macron and Brigitte Trogneux
In May of 2017, Emmanuel Macron, 39, was named President-Elect of France, making his wife, Brigitte Trogneux, 64, the First Lady. The couple met when Macron was only 15 years old and Trogneux was a teacher at his high school. He immediately loved her, and soon wanted to marry her. Once he was of age, Trogneux divorced her husband and married Macron just one year later with her adult children’s blessing. She told Paris Match Magazine, “Love took everything in its path and led me to divorce. It was impossible to resist him,” The 24 year age gap doesn’t seem to effect the couple one bit. “Without her, I wouldn’t be me,” Macron said.
Olivier Sarkozy and Mary Kate Olsen
Speaking of French presidents, Olivier Sarkozy is the half-brother of former French President Nicolas Sarkozy. In 2012, he began dating child star extraordinaire Mary Kate Olsen. After dating for several years, the two got hitched in a top-secret ceremony. The two have a seventeen-year age gap between them, although visually the age difference seems even bigger. Perhaps it’s because Mary Kate is perpetually the toddler aged Michelle from Full House in much of the collective minds of the United States and the rest of the world for that matter. Despite the large age difference, the two seems to get along swimmingly and Mary Kate also seems to have tamed some of the troublesome ways of her past.
Jason Statham and Rosie Huntington-Whitley
Bald-headed hunk Jason Statham is known for his action films and his longtime love Rosie Huntington Whitley is known for her sultry photoshoots for the likes of Victoria’s Secret. Fifty-year-old Jason started dating thirty year old Rosie in 2010. The two finally became engaged in 2016 and then welcomed their first son together in June of 2017. His name is Jack. Rosie has said of the relationship, “We’re best mates. He makes me laugh every day. I almost feel like I never had a proper boyfriend before.” She likely never had a proper boyfriend before as she was only twenty-three when the two first met!
Mel Gibson and Rosalind Ross
Mel Gibson has garnered quite the reputation over the years and it is definitely not always a good thing, especially when it comes to relationships. He was first married to wife Robyn whom he shares seven children with. The two separated in 2006, the day after Mel’s highly publicized arrest. In 2009, his relationship with Russian pianist Oksana Grigorieva became public and the two later had one daughter together. Ultimately their relationship ended when Oksana accused Mel of domestic and verbal abuse and released tapes of some of his tirades. In 2014 he became involved in a relationship with Rosalind Ross, who is twenty-seven years old to Mel’s sixty-two. The two welcomed a child together in 2017, a son and Mel Gibson’s ninth child.
Woody Allen and Soon Yi Previn
Woody Allen is married to Soon Yi Previn, whom he shares a thirty-five-year age difference with. The two also share two kids together. Their relationship started as anything but normal as the two met when Woody Allen was considered her father when he was married to her mother Mia Farrow. Mia and her husband at the time Andre Previn adopted Soon Yi in 1978 as a baby from Korea. The following year Mia and Andre ended their marriage and Mia entered into a longtime relationship with Woody Allen. Mia discovered an inappropriate relationship between the two after discovering nude photographs of Soon Yi in Woody’s things in the late 1980s although the two officially started date in 1992 and later married in 1997. Just for good measure, Woody has also been accused by daughter Dylan Farrow of molesting her as a young child.
James Woods & Kristen Bauguess
Actor James Woods is known these days primarily for his ongoing political commentary on Twitter. Recently James began criticizing fellow actor Armie Hammer for his role in the film Call Me By Your Name which depicts a gay relationship with a large age difference. Interestingly, James has taken part in a relationship with a similar age difference. In 2013, he was said to have been dating Kristen Bauguess who was born in 1993 to James’ 1947, which is an astounding forty-six-year age difference. Although, reportedly, the two have since parted ways.
Charlie Chaplin & Oona O’Neill
In one from the olden day files, actors Charlie Chaplin and Oona O’Neill had a large age difference of thirty-six years. The two married in 1943 when Charlie was already fifty-four years old and Oona was only eighteen. The two went on to have eight children together. The two remained married until Charlie’s death in 1977 at the age of eighty-eight. Oona died years later in 1991 at the age of sixty-six from pancreatic cancer. After Charlie’s death Oona was known to widely avoid publicity and according to some biographers she suffered from alcoholism at the end of her life.
Doug Hutchison & Courtney Stodden
Actor Dough Hutchinson is probably best known for his creepy roles on X-Files and of the horribly mean prison guard in the film The Green Mile. However, he made headlines for a totally un-acting related reasons when his marriage to a sixteen year old girl named Courtney Stodden was revealed. The two first met when Doug served as Courtney’s acting teacher. They sought permission from Courtney’s parents in order to get married which they were apparently very happy about. The two married in 2011 and have separated several times over the years. They are currently separated and recently Courtney took to Twitter to discuss her struggle with depression and also pleaded with Doug to reunite. Only days later she confirmed that the two will be divorcing. There is a thirty-four-year age difference between the two.
Cary Grant & Dyan Cannon
In another from the hallways of Hollywood’s golden age is Cary Grant and Dyan Cannon. Cary Grant is definitely still considered one of the most legendary of all classic Hollywood’s leading men. Cary married actress Dyan Cannon in 1965. The two had one daughter together and also shared a thirty-three-year age difference. Their daughter, Jennifer, is Cary Grant’s only child, despite being married five times. The two did not have a long marriage, however, and they divorced only three years after marrying in 1968. Cary went on to marry again before his death in 1986 due to a massive stroke.
Aristotle Onassis & Jackie Kennedy
Jackie Kennedy experienced much tragedy in her life, particularly after the assassination of her husband John F. Kennedy, for which she present. She reportedly suffered depression following the horrifying situation and years later the depression reoccurred after the assassination of her husband’s brother Bobby Kennedy. She reportedly said “If they’re killing Kennedys, then my children are targets … I want to get out of this country”. She did so and moved to Greece where she took her children and married long time friend and Greek shipping magnate Aristotle Onassis. She believed that Aristotle could provide her family with the safety she longed for. The two had a thirty-three year age difference and remained married until Aristotle’s death in 1975.
Sarah Paulson & Holland Taylor
Actresses Sarah Paulson and Holland Taylor are both known for their powerhouse acting roles in a variety of television and films. The two first announced their relationship in 2016 and said they had already been dating for around a year. There is a thirty-two year age difference between the two, although they seem very happy with one another. Take for instance, Sarah’s happy birthday tweet who said, “Happiest Birthday to @HollandTaylor my most favorite human… No one is more deeply grateful that you were born than I.” The sentiment is obviously shared by Holland who said of the relationship, “It’s the most wonderful, extraordinary thing that could have ever possibly happened in my life.”
Jeff Goldblum and Emilie Livingston
Actor Jeff Goldbum is famous for a variety of roles in both television and film over the years. Perhaps two of his most notable roles are in the films Jurassic Park and The Fly. Despite being married twice before he didn’t seem to find a relationship that could stick and he never had any children. In 2013, he met Emilie Livingston, a dancer, contortionist and rhythmic gymnast. The two have a thirty year age difference. They married in 2014 and have two sons together, Charlie Ocean born in 2015, and River Joe born in 2017.
Frank Sinatra & Mia Farrow
Frank Sinatra was famous for his many relationships one of the most famous with actor Mia Farrow. The two were married circa the time she starred in Rosemary’s Baby and had her hair famously cut by Vidal Sassoon in a pixie cut style that Sinatra apparently loathed. The two first began dating in 1964 and married two years later. They had a twenty-nine year age difference between them. They divorced not long after in 1968 although the two reportedly stayed close even until his death. There are also rumors that Ronan Farrow, Mia’s reported son with Woody Allen was actually fathered by Rank Sinatra. We have to admit the resemblance between the two is quite striking. Ronan is also an acclaimed journalist and broke one of the largest stories on Harvey Weinstein’s reported abuse of women.
Alec Baldwin & Hilaria Thomas
Alec Baldwin has had a resurgence in popularity, even with the younger generation since he has played Donald Trump on SNL. One of the hottest actors of the 1980s and 1990s, he was previously married to beautiful actress Kim Basinger and the two share one child together, a daughter named Ireland who is already an adult. In 2011, he began dating yoga instructor Hilaria Thomas. The two became engaged and married one year later. The two have a twenty-six year age difference. They currently have three children together, two sons and one daughter and are also expecting a fourth child, a boy.
Humphrey Bogart & Lauren Bacall
Two of the most famous of all the classic Hollywood couples are Humphrey Bogart and Lauren Bacall. Bogie was already an older man when he became famous in his acting career. He first started dating Lauren Bacall in 1943 and married two years later. The two had a twenty-five year age difference with Humphrey being born in 1899 and Lauren born in 1924. The two also shared two children together. Bogie and Bacall famously did a number of films together and they became quite famous as a duo at the time. They remained married until Bogie’s death of esophageal cancer in 1957.
Sam Taylor-Wood & Aaron Johnson
Director Sam Taylor-Wood and actor Aaron Johnson first met on a movie set in 2009 and began dating. Sam was married at the time with two children of her own, daughters born in 1997 and 2005. Aaron was born in 1990 and the two met when he was only eighteen years old and Sam was forty-two. Sam left her husband and began a relationship with Aaron and the two married three years later in 2012. They also share two children together as well as a twenty-three year age difference. They still remain married as of 2018 and Sam has gone on to be directing jobs like the first Fifty Shades of Gray film.
Johnny Depp & Amber Heard
Johnny Depp and Amber Heard first met while doing the film The Rum Diary. Amber was in relationship with a woman at the time and Johnny was still with singer and longtime partner Vanessa Paradis. Both later left their respective relationships and began dating in 2012, they became engaged the year laater and married in 2015. In 2017, the couple made headlines after it was announced the two were separating and Amber accused Johnny of spousal abuse. There was also a private video released which showed Johnny breaking items in their kitchen and drinking from a large bottle of wine early in the morning. The two have since had a highly publicized divorce and Amber has reportedly moved on to billionaire Elon Musk.
Floyd Mayweather Jr. & Raemarni Ball
Boxer Floyd Mayweather Jr. is known for his flashy ways and not to mention his bad reputation when it comes to relationships. He has previously been charged with domestic violence and is also known to show other violent tendencies. In 2016, he was said to be dating Raemarni Ball who was born in 1997 to Floyd’s 1977. There is a twenty-year age difference between the two. Although, in 2017 he gave a strange interview to YouTube Channel, which consists of interviews with puppets, where he claimed to have seven girlfriends. Who knows what the truth might actually be!
Warren Beatty & Annette Bening
Warren Beatty was known for years as one of the biggest womanizers in Hollywood, so much so that song “You’re So Vain” by Carly Simon is allegedly about him. It came as quite the surprise when he was finally ready to settle down with fellow actor Annette Bening. The two married in 1992 after having met when Annette was cast in Warren’s film Bugsy. Warren said of when he first met Annette, “I remember losing interest in the garlic chicken I was eating within 20 seconds. And the garlic chicken had been very good.” There is a nineteen-year age difference between the two. They now share four children together and have been married for twenty-six years.