In the second episode of Tulsa King’s new season, something strange happens. Not strange in a bad way, just… unexpected. A familiar voice enters the scene, one not usually tied to this kind of show. Jelly Roll, the singer, walks into a party, performs a song, says a few words, and then disappears. No character name, no twist. Just Jelly Roll being Jelly Roll.
It doesn’t lead to anything major. The story keeps moving like before. Still, for many people watching, the question came up right away. How did that even happen?
Just a fan, at first
There wasn’t a big announcement before the episode aired. No trailers or teasers with his face. Turns out, Jelly Roll was already a fan of Tulsa King. When the first season dropped, he watched the whole thing in one go. His wife joined him, too. He liked it enough to talk about it publicly.
And sometimes, that’s all it takes. One connection sparks another. Somewhere along the way, it led to something more than just watching from home.
Sistine Stallone’s quiet role
In an interview, Jelly Roll mentioned that he owes his appearance to Sistine Stallone. She’s the daughter of Sylvester Stallone, who plays Dwight in the series. He didn’t get into specifics. Still, it was clear she played a part in opening that door for him.
That kind of link doesn’t always get shared, but in this case, it mattered. Without it, the idea may not have gone anywhere at all.

One stop on tour, one shoot day
When the second season was filming, Jelly Roll was in the middle of his Beautifully Broken Tour. His shows were scheduled across the country. However, one of them landed in Atlanta, the same city where Tulsa King was being filmed.
That overlap created a quick chance. A short window, really. The production team saw it and worked fast. His cameo didn’t need much space or setup. No new storylines or extra dialogue. Just one moment that could be done in a few hours.
The party scene that didn’t follow the script
Dwight throws a party. It’s for the launch of his new cannabis lounge, The Even Higher Plane. The room’s full of guests, and there’s even a recording booth. That’s where Jelly Roll shows up. He performs I Am Not Okay like it was part of the plan.
Dwight doesn’t recognize him at first. He even says his name wrong. It fits, though, considering the character’s background. After all, Dwight spent decades in prison. He’s not exactly up to date on music trends.

Not part of the story, still part of the show
The scene doesn’t change the season. There’s no follow-up or reference to it later. And yet, it stayed with a lot of people. Some loved the surprise. Others felt like it pulled them out of the world for a second.
That’s the kind of reaction only a cameo like this creates. When someone plays themselves, not a made-up role, it feels different, especially in a show like Tulsa King, which usually plays it tough.
Why Tulsa King leaves room for the unexpected
Taylor Sheridan has built a catalog filled with gritty characters, hard choices, and slow-burning tension. But Tulsa King is looser and more open. It plays with humor in ways his other shows don’t.
Because of that, a cameo like this doesn’t feel completely off track. If anything, it matches the version of the world Tulsa King builds, one where serious and absurd can stand side by side.

What comes next is still unknown
Season two is still unfolding on Paramount+. New episodes arrive weekly. There hasn’t been any official word on season three yet.
No news about other cameos either. Right now, the focus is back on Dwight’s business, crew, and the trouble that keeps circling.
A quick moment, but it left a mark
Jelly Roll didn’t get a storyline. He didn’t need one. His short appearance raised eyebrows, got people talking, and shifted the rhythm of the episode just enough to feel fresh.
Some scenes don’t need to carry weight. They’re just there to surprise or break the pattern. That’s what happened here. In the middle of a crime drama, a few minutes of music turned into something more noticeable than any plot twist.
He walked in, sang, nodded at the main character, and left. And somehow, that’s what people remembered.