Catherine Zeta-Jones, 50, And Michael Douglas, 75—25 year difference

Michael Douglas and Catherine Zeta-Jones started dating in 1999—exactly 21 years ago—and are among the most enduring power couples in Hollywood. According to Douglas, he knew after they were introduced that they would have a nice future together. A year after they started dating, Douglas proposed, and they got married soon after. Interestingly enough, they both have the same birth date, September 25, and have exactly 25 years between them.

Zeta-Jones’ parents were apparently of the same generation as Michael Douglas, but not once did they question his intentions. Many years and many investments later, they’re still together, proving that in Hollywood age is just a number. The couple did have some problems in 2013, but they reconciled one year after and their relationship was even stronger. Now, the pair together with their two kids in New York State.