Cole Swindell Engaged To Girlfriend Courtney Little: “All I Know Is She Said ‘YES!’”

“Woke up as future Mrs. Swindell 💍 I’ve never been so happy,” Courtney wrote on Instagram.


Andrew Wendowski


Posted on May 8, 2023

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Cole Swindell, Courtney Little; Photo Courtesy of Cody Arrington

Cole Swindell and his longtime girlfriend, Courtney Little, are engaged! 

The superstar announced their engagement on Instagram on Monday morning (May 8). 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!”

Cole Swindell Announced The Engagement On Instagram

“I’ve Never Been So Happy”

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!!!!! 🥹” 

READ: How Did Cole Swindell Meet His Girlfriend Courtney Little?

The engagement ring features a large solitary diamond from Ballantyne Jewelers.  

Courtney Little, the co-owner of The Little Sisters Boutique, is a former NBA dancer and 2017 Miss Teen North Carolina.

Swindell has been dating Little for quite some time now and she may look familiar to fans as she appeared in his music video for “Some Habits,” which was released in the fall of 2021.

YouTube video

How Did Cole Swindell Meet His Girlfriend Courtney Little?

The Georgia native previously opened up about their relationship and revealed how they met during an interview on The Bobby Bones Show.

“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, but the video kind of changed everything,” Swindell shared at the time.

He later explained that he was the one to actually cast her in the clip and that the video shoot was technically their first date.

“She lives in Charlotte, and we were about to shoot the video for ‘Some Habits.’ I texted my team and I was like, ‘Hey, shouldn’t I see the list of people we’re picking from to be in this video?’ Swindell told Kelleigh Bannen on Today’s Country Radio with Kelleigh Bannen on Apple Music Country.

“I’m thinking about her. I’m like, ‘She might not like that. Let’s figure this out. This song means a lot to me.’ I kind of felt that way about her then, and I asked her, I said, ‘Hey, would you be willing to come to Nashville and maybe be in the video? It’s just going to be fun,” he recalled.

Courtney Played Cole’s Love Interest In “Some Habits” Music Video

Luckily for Swindell, Little was up for it and took on the role of his love interest in the video for “Some Habits.”

“That was the first time we really got to spend more than 10 minutes together and hung out. Yeah, so kind of like a first date,” he said.

The couple made their red carpet debut at the 56th Annual CMA Awards and after turning heads during their arrival, Swindell talked to Taste Of Country Nights about bring Little along.

“I’m excited, this is our first one together,” Swindell explained.

Cole Swindell, Courtney Little; Photo Courtesy of CBS
Cole Swindell, Courtney Little; Photo Courtesy of CBS

RELATED: Is Cole Swindell Planning To Propose To His Girlfriend Courtney Little?

He later admitted that this was the perfect awards show for Courtney Little to witness as he was not only performing, but was also nominated for several awards.

“I can’t imagine a better first one for her to see,” Swindell added. 

Nominated And Performing At 2023 ACM Awards

This is a big week for Cole Swindell. He recently joined Thomas Rhett for the opening of the Home Team Tour 23, and later this week, he’s set to perform at the 58th Academy of Country Music Awards. 

Cole Swindell is a first-time ACM Awards nominee in three categories including Single of the Year, Visual Media of the Year, and Music Event of the Year, in which he shares a nomination with his collaborator and fellow artist Jo Dee Messina who received her first nomination in 22 years.

Following the ACM Awards, Swindell will return to the road for the Home Team Tour 23 in Omaha, NE.

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