Patrick Dempsey & Jillian Fink – 22 Years

For over two decades, their relationship tended to be picture-perfect at first glance. Patrick Stewart met Jillian Fink, a celebrity hairstylist and makeup artist at a hair salon, where Patrick had an appointment for a short trim. He learned she was single after three years of haircuts and finally asked her out. Things moved quickly: the pair moved in together three months after their first date. On July 31, 1999, they were married at his family’s farmhouse in Maine. Both of their careers have propelled to a certain degree since they married.

Despite appearances, the couple was on the verge of calling it quits in 2015. That’s when they realized they weren’t willing to give up on the life the couple had created together, and they revived their marriage by putting in some substantial effort. Their marriage hasn’t always been smooth, but their family of five is still as powerful and happy as ever.