Country music star has been married four times in his lifetime, but his marriage to his current wife is by far his longest. The "Highwayman" crooner, 91, has confessed he's and yet Annie D'Angelo, 67, has been by his side since they tied the knot in 1991. An age difference of 23 years has proved to be a success for the couple, but what do we know about the love of Willie's life? Willie and Annie first met in 1986 on the set of his TV movie .

She was a makeup artist and according to the , they bonded over his infamous long hair. The outlet revealed that Annie agreed with her future husband, that he shouldn't have to cut his braids for the role. Romance didn't blossom right away, however, as Willie was still married to his third wife, Connie Koepke.

he wrote in his memoir He divorced Connie in 1988. Willie has said that he's "not easy to live with," and says he's "temperamental," and This didn't deter Annie. "There was friction with my other wives," Willie told .

"But it seems like Annie and I did okay with each other. It takes a special person to live with me." Annie splits her time between their two homes while Willie is on the road.

Their primary residence is in Spicewood, Texas, where he has lived since the 80s. They also have a property in Maui, Hawaii, where they raised the two children they share and they entertain celebrity guests such as Woody Harrelson. While Willie has fathered eight children, he only shares two with Annie.

Lukas, born in 1988, and Mica, born in 1990.