CELINE DION AND RENÉ ANGÉLIL

Thanks to her 38-year-old manager René Angélil, Celine Dion is now the music star we know today. She was on the road to tremendous success and tons of investment money. Her career started at the young age of 12, and things were strictly professional between her and her manager until Celine’s late teens. Of course, her mother was anything but pleased.
Celine was indeed very understanding of her mother’s feelings. She shares that if the roles were reversed, she wouldn’t be excited about the relationship either. Despite her mother’s disagreement, Celine and René worked things out and got married in 1994.

DYAN CANNON AND CARY GRANT

With his charm and undeniable talent, Cary Grant was indeed loved and coveted by many. Even when he was older, he was still followed by fans. It was with Dyan Cannon that he finally found his future. He first laid eyes on her when she made an appearance in the 1960s show Malibu Run. Since then, Dyan tried everything he could to get in touch with her.
The two eloped to Las Vegas in 1965 before getting married at the age of 61 and 27. The sad news is that in less than two years, Dyan called up his divorce lawyer after allegedly enduring his “harsh” side, which included him criticizing and “spanking” her.

BILLY JOEL AND ELLE MACPHERSON

Billy Joel might just be the one of the most known artists who date much younger women. All of his relationships sparked controversies because of his huge age gap with his partners. His song Uptown Girl was even inspired by three women.
First on the list was Christie Brinkley, who has five years younger than Billy. In 2004, he entered his second marriage with Katie Lee. She was 32 years youngers. After five years, the two separated and 66-year-old Joel wed yet another young individual: Alexis Roderick who was 33. With his continuous hunt for his wife-to-be, Billy must have his financial advisor ready for all the wedding expenses.

TONY BENETT AND SUSAN CROW

American music legend Tony Bennett wrote in his book, Just Getting Started (see Page Six), that he met Susan Crow, his wife who is 40 years his junior, before she was born. This happened during his San Francisco show in 1966 when Crow’s parents asked to have a picture with the crooner. Incidentally, Crow’s mother was pregnant with her at that time.

He laughingly shared, “It’s a photo we all laugh about knowing the incredible turn of events that followed.” And as if destiny was determined to bring them together like a well-laid insurance plan, Crow also saw Benett in person for the first time when she watched his concert at age 19.

PATRICK STEWART AND SUNNY OZELL

Famous for playing powerful otherworldly characters in blockbuster fiction movies including Star Trek: The Next Generation and X-Men installments, Patrick Stewart seemed to have psyched the love stars toward his direction.
In an interesting fate in 2008, the British actor dropped by the New York restaurant Franny’s during the production of Macbeth at the Brooklyn Academy of Music. It was there that he met, and was instantly smitten by, waitress Sunny Ozell whom he married in 2013 despite their 38 years age gap. The wedding was made even more intimate when Stewart’s best bud Ian McKellen officiated it, instead of a priest or attorney.

BRUCE WILLIS AND EMMA HEMING

Die Hard star Bruce Willis officially ended his high-profile marriage to Hollywood A-lister Demi Moore in year 2000 with a divorce that fortunately did not hurt their credit score. Eight years after the divorce, the American actor met the professional model Emma Heming. It didn’t take long for them to become a couple and got hitched in 2009 in Turks and Caicos at a ceremony witnessed by several celebrity guests including Willis’ ex-wife Demi Moore.
The Daily Mail’s sharp eyes did not miss the striking resemblance between Heming and Moore and pointed out that Heming was “just a year older than Miss Moore’s [then] toyboy husband Ashton Kutcher”.

ROSIE HUNTINGTON-WHITELEY AND JASON STATHAM

Hollywood’s resident villain, Jason Statham, seems to have a heart of stone because of the merciless characters he portrays in films. But the hard shell melted when he met Victoria’s Secret model and actress Rosie Huntington-Whiteley, who is younger by 20 years. Despite their age and generation gap, Whiteley said that Statham is her best mate, which means best friend in British. The couple got engaged in 2016, a good six years after they started seeing each other.

We wonder how Whiteley feels when she is with the acclaimed actor who is known to perform his own stunts and stage combats. Probably, too safe like she doesn’t need a rigid home security system.

MARY KATE OLSEN AND OLIVIER SARKOZY

Full House star Mary Kate Olsen (twin sister of Ashley Olsen) married French banker Olivier Sarkozy in 2015, much to the discomfort of people who saw their 18 years age gap as a possible threat to their union. Sarkozy, who is a half-brother of former French president Nicolas Sarkozy, was 46 years old while Olsen was only 29 then.
Both successful in their own careers when they tied the knot, Sarkozy as co-head of Carlyle Group’s Financial Services Group and Olsen as a fashion designer, bankruptcy was the least of the couple’s concerns. Besides, the Olsen twins are heiresses to a billion-dollar fashion empire and Sarkozy surely knows good money management.

AMBER TAMBLYN AND DAVID CROSS

Possibly one of Hollywood’s coolest couples, Joan of Arcadia star Amber Tamblyn and Mr. Show with Bob and David comic guy David Cross, once joked that they named their firstborn “Dauphinoise Petunia Brittany Scheherazade Von Funkinstein Mustard Witch RBG Cross Tamblyn-Bey jr.” Hilarious as it was, the long ambiguous name was just intended to draw laughter because the kid’s real name is simply Marlow Alice Cross.
52 and 33 respectively when their child was born in February 2017, Cross and Tamblyn don’t seem to mind their age gap to the slightest degree and are more focused on being a fun family.

SARAH PAULSON AND HOLLAND TAYLOR

They can very well pass off as a mother and daughter tandem but the People vs. O.J. Simpson: American Crime Story star Sarah Paulson and the Two and a Half Men actress Holland Taylor openly declare and show their romantic love for each other despite having been born 32 years apart.
In January 2017, Taylor told Sandra Bernhard in People that Paulson is the reason why she feels the luckiest. Who wouldn’t, if the apple of your eyes screams “Holland Taylor, I love you!” in the middle of an acceptance speech for an Emmy award? For her 74-year old lover, that moment was worth more than her investments.