Willie Nelson and wife Annie D’Angelo’s Long, Winding Road To Love

First Chapter: Fourth Time’s The Charm

Willie Nelson has always been a controversial character who is never shy to stand for himself, for his music, and for what he believes in. And his love life was no less controversial. 

At 19, just fresh out of the Air Force, he married his first wife, Martha Matthews. But their marriage started out young and volatile and eventually ended after 10 years with Matthews infamously tying up Nelson with their kids before beating the hell out of him. But even though his first marriage ended on a tragic note, Nelson said “I do” again, this time to rockabilly singer Shirley Collie. Just like the first, it didn’t end well after Collie found out that he had been cheating with Connie Koepke. And as they say, the third time should be the charm, but apparently, it wasn’t for Nelson. He married Connie, but his unfaithfulness messed up his marriage again.

And after three failed marriages, he finally found happiness with his fourth wife, Annie D’Angelo. And this time, it was for good. The two met on the set of the 1986 film Stagecoach and Nelson confessed in his 2020 memoir ‘Me and Sister Bobbie: True Tales of the Family Band’ that he fell head over heels in love with her, saying that he had never met a woman like her before. 

But although his love for her was all-consuming, Nelson said that winning her over wasn’t easy. She had to be sure that his marriage was really over and that he was truly free. That was the only time that she agreed to be with him. 

Who is Willie Nelson’s wife, Annie D’Angelo?

Annie D’Angelo was born on August 27, 1956 and she was a prominent makeup artist in Hollywood before she met the country singer. The two first met in 1986 during the filming of Stagecoach, and they worked together again on the set of the 1988 film Where The Hell’s That GoldAnd the rest is history. 

2 of 4
Use your ← → (arrow) keys to browse