Famous May-December Hollywood Couples

We have a list of the famous May-December couples. It seems most of the famous people begin dating during the May-December months. These couples usually get married the following year, and it’s typically summer, which is quite interesting.

Kayte Walsh and Kelsey Grammer - Grammer, 55, surprised everyone when he started dating Walsh, 29, in December 2010. He’s old enough to be her father. Most people find this a bit creepy.

Clint Eastwood married Dina Ruiz - The age difference is several decades. Ruiz married the legendary actor in 1996 when she was 30 years old. Was it for love or money? Sorry, we just had to ask.

Woody Allen married Soon-Yi Previn - Soon-Yi is 35 years younger than Wood Allen. She is the adopted daughter from his previous marriage. This is another creepy situation, but sources close to the couple say they really are in love.

Catherine Zeta Jones and Michael Douglas - This has to be one of Hollywood’s favorite couples. Zeta is smoking hot. And who doesn’t love Michael Dougals. But the 25 year age difference raises some eyebrows, but again, they seem happy so who is to say they shouldn’t be together.

Demi Moore and Ashton Kutcher - Moore is 16 years olders than Kutcher. However, she is amazing. She doesn’t look her age and they seem to make a great couple.

Tom Cruise married Katie Holmes - In in 2006, these two became one of the worlds favorite couples when they brought home daughter Suri and introduced her to the world. Tom is 16 years older than Katie. But with the age gaps we have seen today, no one is really paying any attention to the difference. Besides, they both look great!

Hugh Hefner has no problem finding women who are only 19-years-old. He is old enough to be their great-grandfather. For Hefner, it’s probably about love & romance, but to the girls, it just might be the money. Do you think?

By: Michael Stevens
Published: Aug 6, 2021
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