Kenny Chesney surprised his fans with a dramatic hair makeover in a recently shared photo with Megan Moroney, and it was enough to have everyone doing a double take!
On Thursday, November 20th, the star known for his hit “She Thinks My Tractor’s Sexy” wowed his followers with an eye-catching Instagram post.
Subscribe to Parade’s Daily newsletter for the latest celebrity news and interviews straight to your inbox!
He captioned the post, “And then the after party,” sharing a fun snap of himself and Moroney after the 2025 CMA Awards the night before.
Kenny collaborated on Moroney’s track “You Had to Be There,” which dropped earlier in May 2025, and together they earned a CMA Award nomination for Musical Event of the Year. Unfortunately, they lost out to Post Malone‘s track featuring Blake Shelton titled “Pour Me A Drink.”
In the photo, 57-year-old Chesney—who’s often seen with his signature bald head topped by a cowboy hat—flashed a long, blonde wig this time. He struck a playful pose beside 28-year-old Moroney, who was also grinning broadly while holding a piece of faux blonde hair in her hands.
Check out Kenny’s new hairstyle!
Fans React:**
Kody Brown from Sister Wives Sparks Reactions with His Own Hair Change
Chesney’s Instagram followers absolutely loved his new look! One fan playfully asked, “Is it Kenny or Kendra? .”
Another remarked, “I’m seeing double here,” while a different fan chimed in with, “Who wore it better?”
Fans were generous too, with one commenting, “Lookin’ good! ,” and others applauding, “Nice hair, Kenny Chesney!”
Some followers felt they should have won, stating, “Y’all deserved that win .”
Another enthusiastically commented, “OMG, Kenny looks fantastic as a blonde!” while another cheekily noted, “So this is what you’d look like with hair? I’m into it!”
A different fan humorously added, “This brings a whole new meaning to letting your hair down. Or should I say taking it off? .”
Aside from their award nomination, both Chesney and Moroney gave high-energy performances at the Nashville awards show. Kenny entertained the crowd with “American Kids” and “When the Sun Goes Down,” while Moroney wowed with her single “6 Months Later.”
What’s your take on Kenny’s blonde wig?
Up Next: Kenny Chesney Shares Uncommon Political Views on Real Time With Bill Maher
