This was the lead off single off Womack's first album for three and a half years, Call Me Crazy. AOL asked Womack how she came to choose this haunting song, written by Erin Enderlin and Shane McAnally. The Country singer replied that she loved its melody and added: "When I heard the demo, melodically and lyrically, I thought it could be classic Lee Ann Womack, meaning what people expect from me. I thought when people heard it they would know immediately it was me singing. And then with all that wrapped up with a really good Country lyric, it was a perfect way for me to come back again."
Veteran producer Tony Brown (Reba McEntire, Brooks & Dunn) produced this song, along with the rest of the album. Womack told Billboard magazine: "I had wanted to work with Tony since I came to town I kind of knew what he would like and what he would gravitate toward and it's a lot of the same things that I do."
The song's black-and-white music video was filmed in New York. Womack explained why the clip was located in the Big Apple: "I love New York, and I love taking country music to places where it's not heard a lot. I preach the gospel of George Jones and Bob Wills and Ray Price to my friends who are artists and producers in other genres. So it was my idea to do this real traditional record and put it against the backdrop of New York."
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