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15 Famous May-December Love Affairs in Hollywood

Ashmeet Bagga
May-December romances are instances of a love affair between two people with significant age differences. This story presents 15 famous May-December love affairs in Hollywood.

L'amour Fou

According to the 2013, U.S. Population survey, almost 4.8% women have husbands who are 10-14 years older than them.
May-December relationships are far more common nowadays in the U.S. than even a decade ago. This love affair has one partner is in his/her winter age (old), and the other spring (young) and vice versa. Several movies have portrayed such relationships, a famous example being the movie Titanic, where the leading lady, Rose, 13 years junior to her fiance, Cal.
Greater understanding and working hard at keeping the romance alive in this kind of a relationship are two key factors. However, age is just a number when it comes to love. This article has collated 15 famous May-December love affairs in Hollywood besides the others which are still going strong.

Angelina Jolie and Brad Pitt

The world is crazy about this powerful couple. They met on the sets of Mr. and Mrs. Smith, and it is believed they were attracted to each other the moment they first met. Brad Pitt was then married to Friends star, Jennifer Aniston.
Rumors about Jolie and Pitt's love story began circulating, which they vehemently denied: however, their little secret was out in the open when Angelina disclosed that she was pregnant with Brad's child.
The couple adopted 3 kids and have 3 biological children. In spite of the 12-year age gap, Brad Pitt won Angelina Jolie over by his charming, good looks. The couple were dating each other for 9 years and got married in August 2014, though eventually divorcing in 2019.

Jennifer Lopez and Casper Smart

Their romance began in 2012, and ended in June 2014. However, sources say that they are working on their differences, and Casper is trying really hard to woo the love of his life back. Casper was Jennifer's choreographer and the 18-year age gap made no difference to them at all.
All was well till Jennifer found out that Casper cheated on her. Apparently she still seems deeply in love with him and I am sure they would patch up their differences soon and end up together.

Demi Moore and Ashton Kutcher

Demi was 41 and Ashton was 25, when they met at a friend's party. The two immediately hit it off and ended up talking the whole night, sounds romantic eh? The pair got married on September 24, 2005, their marriage lasted a good six years, but Demi decided to end their marriage and the duo finalized their divorce in 2013.
They gave us the fairytale we all wanted with sparkles and glitters, but they also showed that some marriages just don't last. Ashton Kutcher is now engaged to Mila Kunis and has a baby girl.

Catherine Zeta-Jones and Michael Douglas

"Like a lovely orchid, or anything else that's nurtured, marriage prospers and grows, but if it's ignored,it withers" ― Michael Douglas. I totally agree with his quote, but seems like these two don't have any trouble in keeping their word.
The duo were born on the same day, but 25 years apart, the duo met in 1998 at the Deauville Film Festival in France, but they began dating in March 1999. Douglas proposed to Catherine on New Year's Eve of 1999 and are still going strong. They taught us that age is just a number, and when you find that spark with somebody, you just want to be with them.

Al Pacino and Lucila Sola

The famous Godfather actor, Al Pacino, is 79, and his actress girlfriend, Lucila Polak was almost almost half his age when they started dating in 2008. Sadly they broke up in 2018.

Alec Baldwin and Hilaria Baldwin

Alec is 56 years old and Hilaria is just 30, and they are blessed with a one-year old daughter. She is a yoga instructor, and well, he is the star of the sitcom 30 Rock. The duo tied the knot in 2012, and they just can't seem to get enough of each other. Alec admits he was smitten by her good looks and personality.

Nicolas Cage and Alice Kim

He is 20 years older than Alice, he is an actor, producer, and director and she was a sushi waitress. They met in February, 2004 at Le Price, a restaurant in Los Angeles, where she was his waitress, they got engaged in April, 2004.
Nicholas was married twice before and has one kid with his first wife. They got married in July, 2004, Nicolas and Alice have a son. Eventually they divorced in 2016.

Madonna and Brahim Zaibat

The pair began dating back in 2010. There is a huge age gap of 29 years between the two. Tabloids and newspapers started calling Brahim as Madonna's new toy boy. The relationship didn't last for long, and they ended it after 3 years of dating; it was good while it lasted. The pair decided to split due to their work commitments.

Hugh Jackman and Deborra-Lee Furness

Hugh Jackman was 26 when he first met his wife, Deborra-Lee Furness. He was hired to play her love interest in his first professional acting job. They tied the knot in 1996, just a year after they met. The pair have 2 adopted kids, and their marriage is going great gun even if she is 13 years older than him.

Katie Holmes and Tom Cruise

The duo declared their love for each other in 2005 and then in 2006, with the arrival of their newborn(daughter), they got married. Tom is 17 years her senior, but alas! their marriage didn't last for long.
They ended their marriage in 2012 following a speculation that Katie wanted to protect her daughter from Tom's new-found love for Scientology. Of course, he still meets his daughter.

Ellen Degeneres and Portia De Rossi

Portia de Rossi is an Australian actress, model, and is known for her role as a lawyer in Ally McBeal. She started dating Ellen in 2004, which was followed by marriage in 2008. Portia mentions that she was very protective about her sexual orientation in the earlier years.
Though the couple are of the same gender with a 15-year age gap―Ellen is 56 years and Portia, 41―they get along really well and leave no chance when it comes to wooing each other.

Jason Statham and Rosie Huntington-Whiteley

Despite a 20-year age gap, the duo is all set to get married. They started dating in 2010, and now are planning to solidify their relationship. Jason, 46 and Rosie, 26 are madly in love with each other. Every relationship has some ups and downs, but it all depends if you really want to make it work.

Bruce Willis and Emma Heming

They are like teenagers madly in love with the 23 year age disparity making no difference at all. The pair certainly can't seem to let go of each other. Bruce who is 59 years and Emma, 36 have two daughters, one of them being born just this year.
They met each other at a gym and started dating after 3 years. The pair got married in 2009, and Emma is also a stepmother to Bruce's three daughters from his previous marriage to Demi Moore.

Harrison Ford and Calista Flockhart

They met in 2002, and instantly sparks flew between them, so did wine!! They have been together for almost 12 years and tied the knot in 2010. Harrison is 71 while Calista is 49. They don't let the 22-year age gap hinder their marriage. Speculation is rife that they are on the verge of breaking up, well let's hope they work their differences out.

Woody Allen and Soon-Yi Previn

The most bizarre relationship I have ever come across, Soon-Yi Previn is Woody Allen's adopted daughter. Shocking right? Their romance started in 1992, when she was just a teenager. Woody, 79 and his wife, 42, are still going strong in spite of speculations. The couple got married in 1997 and adopted two kids.
May-December relationships are just like any other normal relationship, age difference playing the major role. But as they say love is blind, so you never know when you may end up falling in love with someone who is 20-30 years older.