Here's Every Woman Jack Nicholson Dated, & Why One Will Always Be His True Love

Born in New Jersey in 1937, Jack Nicholson became one of the 20th century's most famous actors, starring in films like Easy Rider, One Flew Over the Cuckoo's Nest, The Shining, and Batman. However, Jack was also a notorious playboy and womanizer. Join us as we go through the extensive list of all the women he's dated and discuss their influence on his life.

Paz de la Huerta

In 2006, Jack dated American actress Paz de la Huerta. She had appeared in The Cider House Rules and A Walk to Remember but was most famous for playing Lucy Danziger in the HBO drama series Boardwalk Empire.

Paz de la Huerta

The two started seeing each other in 2006 after meeting at a Hollywood party, but they only dated for a few months. Their brief relationship made headlines due to their significant age gap. He was 69, while she was only 22!

Kate Moss

In 2004, John Joseph Nicholson had a brief affair with famous British supermodel Kate Moss. Johnny Depp's ex met "Heeere's Johnny" during a party at the Cannes Film Festival and felt an instant chemistry.

Kate Moss

Although Jack was 67 and Kate was 40, they had a short yet intimate relationship. Now, if you think this is a bit of a mismatch, Kate Moss is known for being a hell-raising, hedonistic party girl, so she fitted right in with the Easy Rider.

Lara Flynn Boyle

American actress Lara Flynn Boyle is best known for playing Donna Hayward in David Lynch's seminal 1990s TV series Twin Peaks. The 29-year-old actress met 62-year-old Jack at a mutual friend's 1999 party and had an on-again, off-again two-year tryst.

Lara Flynn Boyle

They split up in 2001 but got back together for another short stint in 2006. The tabloids targeted their 33-year age gap. Never mind being old enough to be her father, Jack was just about old enough to be her grandfather!

Cynthia Basinet

American model, actress, and singer Cynthia Basinet dated Jack in 1997. They met at a fundraiser, and Jack was instantly captivated by Cynthia's charisma and talent. They saw each other for about a year but parted ways to focus on their careers. Her first album included "Santa Baby", which she recorded for Nicholson.

Cynthia Basinet

Ironically, just one year before they met, Cynthia had appeared in The Making of a Hollywood Madam, a TV movie about his former girlfriend, Heidi Fleiss! More on her in a New York minute...