15 Female Celebs Who Were Way Too Young To Be Dating These Famous Men

Sometimes, age is nothing but a number in a relationship and other times, it can be so much more. Some celebrity couples have managed to have a happy relationship for years even despite the huge age gap between them, while others have cited their age difference as the reason for their demise.

It is pretty typical for celebrities to date people within the entertainment industry and it is not uncommon to see a 10 or 20-year age gap between couples. Men often desire the company of a younger woman as they get older and when you’re a celebrity, you can have pretty much anything you want. Young celebrities are often forced to grow up quicker, making them seem more mature and able to handle a relationship with an older partner. However, that does not always mean that these relationships work out well for them in the end.

It can be difficult to share your life with someone that is in an entirely different stage of life than you are. What can two people with twenty years between them really have in common? Some women are instantly characterized as gold diggers for wanting to be with a man who has already established himself in life and it may be the case in some instances, but not always. Although it is commonly said that women are more mature than men, these female celebrities are so much younger than the male celebrities they dated or married that they could probably pass for their father! Here are 15 female celebrities who were way too young to be dating these men.

Continue scrolling to keep reading

Click the button below to start this article in quick view

Erika Jayne and Tom Girardi
Start Now

15 Erika Jayne And Tom Girardi

Erika Jayne and Tom Girardi
via: bravotv.com/irealhousewives.com

Erika Jayne, whose real name is Erika Girardi, gained a lot of notoriety when she began appearing on Bravo's The Real Housewives of Beverly Hills. The beautiful blonde bombshell shocked viewers when she informed her co-stars that her husband, Tom Girardi, was over 30 years older than she was. The poised housewife by day and provocative pop star by night has been married to the wealthy attorney for the last 18 years.

Erika made it clear that she was not interested in hearing anyone else's opinion about her marriage and that she and Tom were happily married. Despite their stark age difference, Girardi has claimed that she and her husband are "friends" first and foremost and that they are always supportive of one another's endeavors.

14 Katie Holmes And Tom Cruise

Katie Holmes and Tom Cruise
via: nikkiswift.com/hollywoodreporter.com

Katie Holmes was 16 years younger than Tom Cruise when the pair tied the knot in 2006. The marriage was Holmes' first, while it was Cruise's third. The actor was already heavily involved with Scientology and good friends with the religion's leader, David Miscavige. In fact, he was the best man at his wedding with Katie, as well as his previous nuptials with Nicole Kidman. Tom and Katie took part in Scientology's traditional "double ring" ceremony, which was sealed with a kiss.

The couple had one daughter together but after five and a half years of turmoil, the couple ended up calling it quits. Holmes largely blamed Scientology and Tom's relationship with Miscavige. Miscavige's father later revealed that Katie broke up her marriage with Tom because she was afraid of ending up like his ex-wife Nicole Kidman.

13 Sofia Richie And Scott Disick

Sofia Richie and Scott Disick
via: people.com/youtube.com

When paparazzi photographs of Scott Disick and Sofia Richie first came out, the public was shocked to see the 34-year-old father of three in a romantic relationship with a 19-year-old. The teenage daughter of Lionel Richie was first buzzed about in the tabloids for having a reported relationship with Justin Bieber earlier this year, who, at 23, was a more appropriate age for her to be dating.

However, people really got to talking when she debuted her relationship with Disick. The situation is also a bit tense because Sofia Richie just so happens to have grown up with the Kardashian family as close family friends and Scott is Kourtney Kardashian's former longtime partner and the father of her children. The relationship is not expected to last long but the two continue to display their affection for each other in public for the paparazzi for the time being.

12 Crystal Harris And Hugh Hefner

Crystal Harris and Hugh Hefner
via: speakerscorner.com/littlethings.com

Hugh Hefner was known for being a womanizer with a constant shuffling of young, beautiful women by his side at all times. He even had multiple girlfriends at once, who all ended up starring on the E! reality show, Girls Next Door. However, when Hef met 26-year-old Crystal Harris, she seemed to capture all of his attention. Even though he was well into his eighties at that point, Crystal was determined to make the Playboy mogul her man.

Hefner proposed in 2010 although, just a week before their wedding, Harris called the whole thing off on a count of a case of cold feet. The two managed to reconcile months later and were married in 2012 at the Playboy mansion. Crystal, who was often referred to as a gold digger for marrying a man more than three times her age, was not left with much when the 91-year-old passed away in September 2017.

11 Sonja Morgan And John Adams Morgan

Sonja Morgan and John Adams Morgan
via: divorceddebbie.com/starcasm.net

Sonja Morgan stars on The Real Housewives of New York City but she had been divorced from her husband, John Adams Morgan, for quite some time before she found fame on reality television. John Adams Morgan is the founder and chairman of Morgan Joseph, while his father founded Morgan Stanley and his grandfather founded J.P. Morgan & Co. Needless to say, Sonja married into some money.

John Adams and Sonja have an age difference of over thirty years and she was his fourth wife. He apparently proposed to her after just one dinner date but the love was not everlasting and the two were divorced after seven years of marriage in 2008. Years after the divorce, Sonja filed for bankruptcy, sold all of her homes except for her New York City apartment, and had to dig into her savings to pay off debt.

10 Rosie Huntington-Whiteley And Jason Statham

Rosie Huntington-Whiteley and Jason Statham
via: irishnews.com/usweekly.com

Jason Statham and Rosie Huntington-Whiteley have been together for seven years now. The 30-year-old supermodel announced her engagement to the 50-year-old back in 2016 and before they had a chance to tie the knot, she gave birth to their first child, a son, in June.

The celebrity couple has remained tight-lipped throughout their relationship, keeping the details of their love life to themselves but despite the remarkable age difference, Rosie has said that Jason is her "best mate" has said that she has "an amazing relationship with my partner," calling him the "greatest influence" in her life. The two love to drink and "float around in the swimming pool" together on their off days. However, with a newborn at home now, their fun drinking days might be over.

9 Mary-Kate Olsen And Olivier Sarkozy

Mary-Kate Olsen and Olivier Sarkozy
via: usweekly.com/eonline.com

Ever since she turned 18, Mary-Kate Olsen has kept her life out of the spotlight extremely private. The childhood actress is rarely photographed out in public and when she was first spotted with her husband, Olivier Sarkozy, people were very confused. 31-year-old Olsen is 17 years younger than her 48-year-old husband. On top of that, Sarkozy towers over Mary-Kate at a whopping 6'3", while she is just over five feet.

Mary-Kate and Oliver make a strikingly odd pair, physically speaking, and because she is so tight-lipped about her relationship, not much is known about what they have in common. The two have been happily married for the last two years. Their wedding ceremony took place in 2015 at a private residence in New York and the couple had “bowls of cigarettes” as decor and for the guests, who they required to turn in their cell phones before entering the building.

8 Anna Nicole Smith And J. Howard Marshall

Anna Nicole Smith and J. Howard Marshall
via: bloomberg.com/dailymail.co.uk

Anna Nicole Smith is probably one of the first women that come to mind when thinking about celebrities who dated men that were way too old for them. Smith notoriously married J. Howard Marshall, a man who was 63 years older than her, at the age of 26. She met the oil tycoon while working at a club in Texas. Her 89-year-old husband died in 1995, just one year after their wedding, leaving Smith to be a widow in her twenties.

Much to Anna Nicole's surprise, Marshall had not left anything to his new bride in his will. After years of battling in court and attempting to gain access to some of her dead husband's fortune, Smith died after struggling with addiction and weight issues in 2007.

7 Bella Thorne And Scott Disick

bella thorne scott disick
via: eonline.com/stellar.ie

After his breakup from the mother of his children and longtime partner, Kourtney Kardashian, Scott Disick seemed to go slightly off the deep end. The reality star was spotted partying with a new woman every day, traveling around the world drinking and doing drugs, and being photographed in provocative shots on a daily basis. This past summer, the 34-year-old was snapped by the paparazzi in Cannes canoodling with 19-year-old Bella Thorne.

The two were caught in a number of photos looking more than comfortable with one another. Although the fling was not long-lasting, people would certainly talk about it for months to come. The former Disney star swears that the relationship was platonic and the two were strictly friends but a picture is worth a thousand words...

6 Zoe Buckman And David Schwimmer

Zoe Buckman and David Schwimmer
via: metro.co.uk/zimbio.com

Zoe Buckman and David Schwimmer met in London back in 2007. The now 51-year-old proposed to the now 32-year-old three years later, and they were married just a few months later in June of 2017. The celebrity couple, who have a 19-year age gap, had an extremely private wedding ceremony so the public was not even aware of their nuptials until the following October.

The two welcomed their daughter, Cleo, in 2011. As happy as this couple appeared, they may not make it in the long run because just this past spring, the former Friends star and the artist/photographer announced that they were separating and "taking some time apart" in a statement to USA Today. There has not been an update on the couple's relationship since.

5 Calista Flockhart And Harrison Ford

Calista Flockhart and Tom Ford
via: justjared.com/pinterest.com

Despite their age difference of over two decades, 22 years to be exact, Calista Flockhart and Harrison Ford seem to have one of the most stable marriages in the entertainment industry and that is saying a lot! The celebrity couple wed in 2010 after dating for more than eight years. They also share a son together, 16-year-old Liam Flockhart.

The secret to the pair's happy marriage might just be the fact that they keep their love life to themselves. The celebrities are extremely press-shy, rarely sit for interviews, and remain tight-lipped about their personal lives. When Harrison Ford was in a terrifying plane crash back in 2015, Flockhart was by his side day and night throughout recovery. This is one relationship where age does not seem to play a part.

4 Demi Lovato And Wilmer Valderrama

Demi Lovato and Wilmer Valderrama
via: bustle.com/thehollywoodgossip.com

Demi Lovato dated Wilmer Valderrama for almost six years up until last year. The pair seemed like a great match for one another even with the 12-year age difference between them. However, age was sourced as one of the reasons for the couple's split. Insiders told E! News at the time of their breakup that Demi and Wilmer realized they were better off as friends and that their relationship had "turned into more of a big brother-little sister" type of thing.

The romance faded but the two actually have managed to remain friends. The actor and the singer reunited one year after their breakup when Demi hosted a party at her home in honor of L.A. Pride weekend. The two posed for a photo that was later captioned, "Best friends no matter what."

3 Ashley Olsen And Richard Sachs

Ashley Olsen and Richard Sachs
via: toofab.com/eonline.com

Ashley Olsen must have learned a thing or two from her sister Mary-Kate dating and eventually marrying a man that was 17 years older than her because last fall began dating a financier named Richard Sachs, who is 58 years old. The Olsens would go on double dates with their much older men, who became friends throughout the whole ordeal.

Unlike her twin sister, Ashley and Richard's relationship did not end with marriage. After five months, the two called it quits. Ashley cited the reason being that she wanted to focus on her fashion line. The ex-lovers claim to still be friends and hang out from time to time. The Olsen twins seem to have a thing for mature men so who knows if Ashley's next beau will be as "experienced" in life as her last?

2 Dakota Fanning And Jamie Strachan

Dakota Fanning and Jamie Strachan
via: eonline.com/perezhilton.com

If you still think of Dakota Fanning as that little girl from I Am Sam or Uptown Girls, you are not alone. People were shocked when the news first broke that the then 22-year-old was dating the then 35-year-old model, Jamie Strachan.

The 13-year age difference seemed stark but Fanning as referred to him as her first love. The male model from the United Kingdom's last long-term relationship was with Victoria's Secret angel, Behati Prinsloo, who was a bit closer in age to him. Dakota and Jamie had a pretty private relationship and it was not even announced that they had broken up until the actress had declared it herself in the October 2016 issue of Town & Country, where she described dating new people as "horrific."

1 Amber Tamblyn And David Cross

Amber Tamblyn and David Cross
via: zimbio.com/heavy.com

Amber Tamblyn and David Cross are certainly an odd pairing and not just because of the 19 years between them. The Sisterhood of the Traveling Pants actress met the Arrested Development star on an airplane when they happened to be on the same connecting flight from Houston to Louisiana. Amber was actually a fan of Arrested Development and the two got to talking and according to Cross, he knew they would be together after that.

The couple married in 2012 at a ceremony in the woods surrounded by all of their friends and family, including some famous actors and comedians like Tamblyn's Sisterhood of the Traveling Pants costar Blake Lively and her husband Ryan Reynolds. They recently welcomed their first child, a daughter, last February and seem to be living happily ever after with one another.

Sources: bravotv.com, eonline.com, realitytea.com, dailymail.co.uk, usatoday.com, people.com, eonline.com, usmagazine.com, usmagazine.com, romper.com

More in Entertainment