10 Times Celebrities Dated Women Much Older Than Them

Older women dating younger men may be the norm now, but it wasn’t always this way. Today we see tons of celebrities dating women who are 10+ years their senior, but that was not always the case. Times have changed, and some celebrities have benefited from the shifting sands of social norms when it comes to age difference in relationships. Let’s look at 10 times that celebrities dated women much older than them!

1) Ashton Kutcher and Demi Moore

10 Times Celebrities Dated Women Much Older Than Them

There are few relationships in Hollywood that are as fascinating and controversial as the one between Ashton Kutcher and Demi Moore. The couple met on the set of That 70s Show, when Kutcher was 18-years-old and Moore was 33. However, they first started dating in November of 2001, when he was 23-years-old and she was 39.

2) Ben Affleck and Jennifer Lopez

Jennifer Lopez dated Ben Affleck in the early 2000s and they were nearly two decades apart. They were together on and off for three years, but eventually called it quits in 2004. In 2013, there was a rumor that J-Lo was dating actor James Bond who is 19 years her junior. In 2014 she reportedly broke up with Casper Smart at age 41 while he was only 22; this would make him 16 when they met.

3) Tobey Maguire and Jennifer Meyer

Tobey Maguire and Jennifer Meyer are the most recent couple to make headlines. The actress is 34 years old and Tobey Maguire is 41. The two started dating in 2006, when they met on the set of Brothers where they played siblings. They have been together ever since.
Jennifer Meyer’s father, Bruce Meyer, was a successful businessman who served as president of 20th Century Fox from 1985-1994.

4) Leonardo DiCaprio and Gisele Bundchen

Leonardo DiCaprio and Gisele Bundchen are an example of a celebrity dating an older woman. Leonardo is 41 and Gisele is 36 years old. They met on the set of The Devil Wears Prada in 2005 and have been together since then.

5) Zac Efron and Vanessa Hudgens

Zac Efron and Vanessa Hudgens dated briefly in 2006. The two were 21 and 18 respectively at the time they started dating. They are now 26 and 27.
Vanessa Hudgens is an American actress, singer, and dancer. She is best known for her portrayal of Gabriella Montez in the High School Musical trilogy (2006-2008).

6) Justin Bieber and Selena Gomez

It was no secret that Justin Bieber and Selena Gomez dated. The two had been rumored to be dating back in 2012, but they broke up just a year later in 2013. It wasn’t too long after they broke up when Justin started dating his now ex-girlfriend Hailey Baldwin. Things were going really well with the two until earlier this year when it was revealed that he had cheated on her with another woman.

7) Ryan Reynolds and Blake Lively

Ryan Reynolds is no stranger to dating much older women. In 2011, he had a three-year relationship with Scarlett Johansson who was eight years his senior. In 2016, he married Blake Lively who was almost four years his junior. The two have been happily married since 2010 and despite the age gap they seem like they’re in love.

8) Kanye West and Kim Kardashian

In 2013, Kanye West married Kim Kardashian. At the time, Kardashian was 34 and Kanye was 37. The marriage lasted for two years before they divorced in 2016. This is one of the most well-known celebrity couples who have dated a woman much older than them.

9) Brad Pitt and Angelina Jolie

Brad Pitt and Angelina Jolie are a famous couple that stands out as they have an age gap of 18 years. They met while filming Mr. & Mrs. Smith in 2005, married in 2014 and have six children together. The public has been fascinated by this unconventional union, which is one of the reasons it has become so well-known. They have appeared in the media constantly since their divorce was finalized in 2016.

10) Jay-Z and Beyonce

Jay-Z and Beyonce are a couple of celebrities who have made headlines for their age gap. Jay-Z is a rapper, music producer, and businessman who has been married to Beyonce since 2008. Together they have three children: daughter Blue Ivy Carter, son Sir Carter, and newborn twins Rumi and Sir. The couple met in 2003 after Jay-Z was contracted as her marketing agent. They dated for three years before getting engaged in 2008.


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