Charles and Cassie Kelley’s Love Story Is ‘Like A Movie’

It was love at first sight for Lady A’s Charles Kelley and his wife Cassie McConnell Kelley. “I’m not gonna…

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Lauren Jo Black

| Posted on

July 6, 2019

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3:28 pm

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Charles Kelley and Cassie Kelley; Photo via Instagram

It was love at first sight for Lady A’s Charles Kelley and his wife Cassie McConnell Kelley.

“I’m not gonna say it was like a movie, but it was like a movie,” Kelley shares of the couple’s first meeting.

Unbeknownst to him, his bandmate Hillary Scott had secretly planned to set him up with Cassie when the band decided to go to dinner together as a group. Cassie’s sister was dating Lady A’s keyboard player at the time, so she tagged along for the evening.

Although there was a group of about 15-20 at dinner, Charles remembers locking eyes with Cassie all night long.

“We’re kind of looking at each other, and we’re like, Holy moly,’” the singer recalls. “She’s the prettiest girl that had ever paid me any attention. It was one of those things where we just started all as a big group going bar-hopping, and we never left each other’s side. We just started talking. Every bar we went to, it was like us going into the corner talking. It was just love at first sight.”

He wasted no time asking her out. “The very next day, I called her up and said, ‘Can I take you on an official date? I’d love to take you out to dinner.’”

They’ve been together ever since. Kelley proposed in December of 2008 and the couple said “I do” on a beach in the Bahamas on July 6, 2009.

In the summer of 2015, the couple shared the news that they were expecting their first child. They were beyond thrilled with the news and later revealed that the pregnancy came after two years of fertility issues.

“When you’re young and healthy and you’re ready to start a family you just don’t envision there will be any problems doing that,” Cassie shared with ABC News. She also revealed that their doctor gave them a one percent chance of conceiving a child without doing in vitro fertilization (IVF).

Cassie and Charles “never stopped hoping.” Right before they planned to begin the IVF process, they conceived naturally.

Ward Charles joined their family on February 11, 2016.

“We feel like our life just began today and are so grateful for a healthy baby boy in our arms,” the new parents shared in a joint statement.

To this day, Charles and Cassie appear to be happier than ever. Fans can follow Kelley on Instagram to continue to watch their sweet love story unfold.

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Lauren Jo Black

Written by

Lauren Jo Black

Lauren Jo Black is a longtime country music journalist, editor, host, and media personality whose work has helped shape the conversation around country music for nearly two decades. As the current Editor-in-Chief of Country Now, she has become one of the genre’s most respected voices, interviewing hundreds of country music’s biggest stars, including Dolly Parton, Garth Brooks, Reba McEntire, Shania Twain, Randy Travis, Luke Bryan, Carrie Underwood, Blake Shelton, Luke Combs, and countless others. Over the course of her career, Black’s written work and interviews have reached billions of country music fans worldwide. A 2009 graduate of the University of Central Florida, Black began her career by founding Country Music Is Love, one of country music’s earliest independent digital publications, which she later sold to a major record label in 2015 before it was rebranded as Sounds Like Nashville. She then served as the publication’s Editor-in-Chief for more than two years. Her work has also appeared in Forbes, and she previously served as the Country Music Expert for Answers.com. Widely recognized for her expertise, Black has appeared as a featured guest on The Bobby Bones Show, BobbyCast, and Scripps News Morning Rush, providing insight on country music’s biggest moments. She has also hosted Country Now Live, a concert series featuring performances from artists including Lady A, Dierks Bentley, Riley Green, Jordan Davis, Dustin Lynch, Gabby Barrett, Brett Young, Jon Pardi, Kip Moore, Chris Young, and more. The series has welcomed thousands of fans in person while reaching millions more online. In addition, she hosted Connect With Country Now, a weekly interview series featuring conversations with rising country stars. Throughout her career, Black has earned a reputation for discovering and championing artists long before they become household names. She has covered Luke Bryan since the early days of his career, beginning when he was writing songs for other artists, including Billy Currington’s No. 1 hit “Good Directions,” before stepping into the spotlight with his debut single, “All My Friends Say” and eventually becoming one of biggest names in music. She also gave Megan Moroney her first opportunity to walk a major red carpet as Country Now’s official guest correspondent at the 2022 CMA Awards. An interview she conducted in 2018 for Forbes.com with Luke Combs that inspired his multi-week No. 1 hit, “Doin’ This.” She has also hosted stages at CMA Fest, moderated an industry panel at Country Radio Seminar, and helped lead important conversations about the evolving landscape of country music media. Beyond journalism, Black has also used her platform to support charitable causes and highlight organizations making an impact. Through Country Now Live, she has helped raise awareness and support for St. Jude Children’s Research Hospital, while also advocating for animal rescue through Country Now’s Pupdate series, spotlighting organizations including MuttNation Foundation, Wags & Walks, and Proverbs 12:10 Animal Rescue. Black has been recognized as one of Country Aircheck’s Women of Influence and received the 2012 Rising Star Award from the University of Central Florida. She is a longtime member of both the Country Music Association (CMA) and the Academy of Country Music (ACM). After nearly 20 years covering country music, Lauren Jo Black has spent her career telling the stories behind the artists, songs, and moments that have shaped the genre. Her first-ever book, Country Music Forever: An A-to-Z Celebration of Icons, Songs and Stories, brings that same passion and firsthand knowledge to the page, celebrating not only the legendary artists and timeless songs that have become the soundtrack to generations of fans, but also the places, traditions, and cultural moments that have made country music one of the most beloved genres around the world.