Ryan Adams and Mandy Moore
These two looked like an extremely odd match from the very beginning, with Mandy being a multi-hyphenate diva and Ryan being an indie singer-songwriter who appears in Taylor Swift videos. They first separated in 2008, and Mandy briefly patched up with the late DJ AM. After that, it became interesting with Ryan standing with a boombox and playing “In Your Eyes” in it under her window, followed by him posting an apology on Tumblr. Well, it worked, and in 2009, they got quietly married. And, then they made it public by announcing a divorce statement. Both are separated and living their respective lives now and for us, too, it’s time to move on from their episode.