Alan Jackson & Denise Jackson — 41 Years

Alan Jackson is a Grammy Award-winning country singer who has managed to sell more than 80 million records across the globe, with nine of his albums being certified as multi-platinum. He was inducted into the Country Music Hall of Fame in 2017. In 2014, his album titled The Bluegrass Album won a Golden Boot Award for the Album of the Year.

Alan married his high school sweetheart in 1979, and the two have been together for about 41 years now. The two of them currently have four beautiful daughters, and thanks to his well-utilized earnings, Alan can easily provide all four with a bright future.