The Day Two Music Mentors Roasted Their Own Old Photos

Country stars love to joke about their past, but Blake Shelton and Keith Urban just turned it into a full crime scene of bad hair and brave choices.

In one throwback conversation, they drag out an old country magazine cover from the early 2000s, the kind your mum would save in a drawer and never show guests. 

Keith is there with long, flat blond hair and a maroon sleeveless vest, looking like he fell out of a shampoo commercial that never aired. He laughs and admits this was his “big Nashville look” and still wonders how no one stopped him.

Then Blake’s photo comes out. Tight curls, huge hair, denim shirt, and a vibe that Keith jokes might belong in a true crime documentary. Blake swears he was in his “Terri Clark phase” and honestly believed if he grew it long enough, it would hide his face.

Two global superstars, sitting on a show called The Road, mentoring new artists while roasting their own rookie-era disasters.

You know you learn a lot when you’ve been on the road for more than a few years

It helps to know that this whole roast session is happening while they launch something much bigger together. The banter comes from a promotional sit down for their new CBS series The Road, which follows 12 hungry country artists trying to survive real life on tour. Keith is the headlining star, Blake is behind the scenes as mentor and producer, and the contestants literally fight for a slot on Urban’s tour.

“The Road” debuting with Keith Urban, Blake Shelton, Gretchen Wilson

And if you are wondering whether Blake is exaggerating about that hair, his first big hit quietly settles the case. The official Austin video freezes that whole era in one place. The long curls, the cowboy hat, the denim, the shy new kid who was about to land his first No. 1. 

Blake Shelton – Austin (Official Music Video)