What was the age difference between Harold and Maude?

Sean Connery and Catherine Zeta-Jones had nearly four decades between them in "Entrapment."

Connery was 69 when he played the thief-turned-unlikely partner opposite Zeta-Jones, who was 30 at the time of filming this 1999 crime thriller.

Scarlett Johansson was 17 years old when she filmed "Lost in Translation" alongside 51-year-old Bill Murray.

A single kiss might’ve been the only physical moment between them, but Johansson and Murray’s chemistry was strong despite a 34-year age gap. Johansson was 17 when the movie was filmed.

Jack Nicholson has a fleeting fling with a woman less than half is age in “Something’s Gotta Give.”

Amanda Peet was 31 years old when she starred as the woman who originally catches Nicholson’s eye in this 2003 romantic comedy. Nicholson’s character claims he has a thing for younger women, and this one, in particular, was 35 years younger than the real-life actor.

Woody Allen was more than double the age of Mira Sorvino in “Mighty Aphrodite.”

In this 1995 indie film, Allen seeks out the mother of his genius adopted son and finds out she's a sex worker. A hookup occurs — Allen was 60 and Sorvino 28 at the time of filming.

Twenty-eight years separated Colin Firth and Emma Stone when they filmed “Magic in the Moonlight.”

Woody Allen isn’t afraid to shy away from shockingly large age gaps, as more recently evidenced by this 2014 romance drama. Firth and Stone were 53 and 25 respectively when the movie was filmed.

Scarlett Johansson was only 16 when her character tried to seduce a 46-year-old Billy Bob Thornton in "The Man Who Wasn’t There.”

In this blackmail-gone-wrong crime drama from the Coen brothers, Scarlett Johansson and Billy Bob Thorton had 30 years in age between them.

The original film adaptation of “Lolita" had a 37-year age gap between the lead actors.

At the time of its 1962 release, James Mason was 52 when he starred opposite 15-year-old Sue Lyon in this X-rated romance — although it shouldn’t shock you if you’ve read the novel. The on-screen version leaves more to the imagination.

Drew Barrymore stars as a teenage seductress opposite Tom Skerritt in “Poison Ivy." Skerritt was 59 at the time.

Barrymore was only 17 in this scandalous thriller where Barrymore and Skerritt had a 42-year age difference.

A very unlikely romance buds between the title characters of “Harold and Maude,” who were 52 years apart.

Ruth Gordon and Bud Cort were 74 and 22 during the filming of this 1971 cult rom-com. The characters' mutual hobby of attending funerals belies the half-century gap between their ages.

Liam Neeson and Olivia Wilde star as on-again, off-again lovers in "Third Person," with a 32-year age gap.

Wilde was 29 when this interconnected love story was originally released. Things get complicated when she visits 61-year-old Neeson in Paris.

Michael Caine falls for his friend’s daughter in “Blame it on Rio.”

In this 1984 rom-com, Caine lusts for Michelle Johnson’s character, 33 years his junior. 

Visit INSIDER's homepage for more.

More...