How Did Cole Swindell Meet His Girlfriend Courtney Little?

The couple got engaged in May of 2023 after over a year of dating.

By

Melinda Lorge

Melinda Lorge is a Nashville-based freelance writer who specializes in covering country music. Along with Music Mayhem, her work has appeared in publications, including Rare Country, Rolling Stone Country, Nashville Lifestyles Magazine, Wide Open Country and more. After joining Rare Country in early 2016, Lorge was presented with the opportunity to lead coverage on late-night television programs, including “The Voice” and “American Idol,” which helped her to sharpen her writing skills even more. Lorge earned her degree at Middle Tennessee State University, following the completion of five internships within the country music industry. She has an undeniable love for music and entertainment. When she isn’t living and breathing country music, she can be found enjoying time outdoors with family and friends.

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Posted on November 8, 2022

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Cole Swindell, Courtney Little; Photo Courtesy of Instagram

Cole Swindell and his girlfriend, Courtney Little, have been together publicly for over a year. And, while she didn’t have him at heads Carolina, the two do share an interesting and sweet love story.

The country music artist revealed how he met the love of his life in a previous interview on The Bobby Bones Show. He told host Bobby Bones that he and Little, a former NBA dancer for the Charlotte Hornets and 2017 Miss Teen North Carolina, first crossed paths at a NASCAR event. The two did swap digits, but they didn’t pursue each other right way.

Instead, they became long-distance friends who spoke and hung out on occasion. Little did, however, pop up on Swindell’s Instagram from time to time, but their love didn’t truly blossom until they shared an unusual first date.

Cole Swindell and Courtney Little; Photo Courtesy of Getty Images for CMT
Cole Swindell and Courtney Little; Photo Courtesy of Getty Images for CMT

“We met several years ago, actually. You know, I’m a big NASCAR fan and she works with Monster, and, you know, we just, kind of, met and exchanged numbers and kept in touch over the years. But it never was anything just kind of friends, randomly saw her here and there,” Swindell told Bones before adding that “the video, kind of, changed everything.”

That video? Swindell’s music video for his romantic 2021 single “Some Habits.” It wasn’t until Swindell was looking for someone to star alongside him for that clip that sparks began to fly for the pair. Turns out Swindell already had eyes for Little, but he had never had an opportunity to court his crush. When he found out he could handpick someone to be cast as his fictional love interest for the video, he immediately thought of Little for the role.

YouTube video

“We had been texting a lot and keeping in touch, and we were like two nights before the video shoot, and I reached out and said, ‘I think I should have an input on who is in the video, right? So my management sent me a list of the talent that was available for it, and I said, ‘Can I put who I want to in it?’ They were like, ‘Sure,’” Swindell added, noting how he took a chance on asking Little to join him for the clip.

She obliged.

“So, I flew her in and put her in the video,” Swindell shared.

Swindell and Little – a co-owner of an online clothing store called The Little Sisters Boutique – had a natural chemistry on set. But that chemistry ended up pouring into their real life as they began to get to know each other throughout the filming process.

“That was, kind of, like our first date,” Swindell shared. “And, now, we’re going strong. I’m happy, and it’s pretty cool.”’

Swindell later confirmed his romance with Little on social media writing, “#gamedate,” alongside a photo of the two of them seated in the stands at an MLB game.

Since becoming boyfriend and girlfriend, Little has appeared in other videos like Swindell’s “She Had Me At Heads Carolina,” which pays tribute to the original Jo Dee Messina track. She has also inspired several of the songs on his Stereotype album, including “Miss Wherever,” which refers to Little’s involvement in pageants.

After becoming Instagram official, Swindell has continued to pay loving tributes to his one-and-only on his social media pages. Little, too, has returned the favor with photos celebrating their romance on her Instagram profile.

Got Engaged In May of 2023

On May 8, Cole Swindell and Courtney Little took to social media to reveal that they are engaged.

His post included sweet snapshots from their engagement as he admitted, “Still couldn’t tell ya everything I said down on one knee… All I know is she said “YES”! 💍

The singer/songwriter, added, “We’re so excited!”

Courtney Little also shared the news on social media.

“Woke up as future Mrs. Swindell 💍 I’ve never been so happy,” she sweetly shared. “I can’t believe we are ENGAGED!!!!! 🥹” 

Check Out Cole Swindell And Courtney Little’s Love Life In Pictures Below

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Melinda Lorge is a Nashville-based freelance writer who specializes in covering country music. Along with Music Mayhem, her work has appeared in publications, including Rare Country, Rolling Stone Country, Nashville Lifestyles Magazine, Wide Open Country and more. After joining Rare Country in early 2016, Lorge was presented with the opportunity to lead coverage on late-night television programs, including “The Voice” and “American Idol,” which helped her to sharpen her writing skills even more. Lorge earned her degree at Middle Tennessee State University, following the completion of five internships within the country music industry. She has an undeniable love for music and entertainment. When she isn’t living and breathing country music, she can be found enjoying time outdoors with family and friends.

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