Michael Douglas’s and Catherine Zeta-Jones (25 years)
Both Michael Douglas and Catherine Zeta-Jones were at the top of their acting game when they began dating, but that didn’t stop the couple from receiving extensive criticism for their quarter of a century difference in age. Turns out that Douglas and Zeta-Jones have gotten the last laugh as, even though they did experience a temporary split around 2013, they reconciled and are still going strong more than 20 years later.