The Wildest Kevin Hart Celebrity Roasts—10 Moments That Broke the Internet!

The Roast King: How Kevin Hart Turns Hollywood Into His Comedy Playground

Kevin Hart doesn’t just crack jokes—he unleashes verbal chaos with pinpoint precision. Whether he’s mimicking Shaquille O’Neal’s voice, taking aim at Hollywood royalty, or exposing his friends’ secrets in front of a live audience, Kevin has turned roasting into an art form. And the wildest part? Half the time, his targets are sitting right next to him.

Tonight, we dive into the nine most savage moments Kevin Hart absolutely destroyed celebrities on live TV. Some laughed, some were left speechless, and some—well, they still haven’t recovered.

.

.

.

Shaq Gets Shacked

It all started with a shiny bald cap and a ridiculous impression that somehow felt more accurate than it should have. On Saturday Night Live, Kevin didn’t just roast Shaquille O’Neal—he became him.
He nailed Shaq’s towering presence, his slow, tangled train of thought, and even his famously confusing analogies.
“Shaq, you got to get it together, man,” Kevin fired off. “I think you’re the only basketball player whose brain has aged like a football player.”
The audience lost it. Kevin looked like Megamind in sneakers, but somehow, it worked. He kept the roast rolling, riffing on Shaq’s love for bizarre analogies and his rivalry with Charles Barkley. It was relentless, hilarious, and somehow, Shaq just kept smiling through it.

Sophia Vergara: The Colombian Queenpin

But if you thought Shaq was fair game, just wait until Kevin locked horns with Colombian bombshell Sophia Vergara on The Graham Norton Show.
Sophia was explaining how she had to “de-Latinize” herself to play a drug queenpin, and Kevin was already losing it.
“I had to learn how to smoke and do cocaine,” she said.
Kevin jumped in: “Yeah, I’m Colombian, but we don’t get high on our own supply!”
He pretended to expose her true identity, and the whole room exploded. Sophia shot him a glare that could melt steel—but she couldn’t help laughing, too. Their banter was electric, with Kevin always ready to take the next playful jab.

Tom Brady: Roasting the GOAT

The next target? Tom Brady. At Brady’s own roast, Kevin didn’t just dip his toe into controversy—he cannonballed in.
“I’m not here for your support, Tom. I’m here for the money. They paid me very well,” Kevin started.
He took shots at Brady’s legacy, his age, and then delivered the real blow: Brady’s ex-wife Giselle and her new man—the jiu-jitsu coach.
“She came tonight as Antonio Brown’s plus one,” Kevin teased, sending shockwaves through the room. Brady tried to play it cool, but Kevin’s smirk said it all. That joke wasn’t just for laughs—it was a surgical strike, hidden in comedy.

LeBron James: Hairline Revival

Just when you thought the roast couldn’t get more personal, Kevin targeted something sacred to another legend: LeBron James and his mysterious hairline revival.
“I remember in the beginning of LeBron’s career, he was going bald. You could count the hairs on top of his head—I was the one counting!”
LeBron brushed it off, but the roast went viral for a reason: it was hilariously uncomfortable and brutally accurate.

Don Cheadle: The Age Roast Heard Around the World

If LeBron laughed it off, Don Cheadle definitely didn’t. When Kevin roasted Don about his age, it hit hard and awkward.
“I’m 56 years old.”
“Damn,” Kevin replied—too quickly.
Kevin tried to walk it back, but every time he said “damn,” it got quieter and more awkward. The moment became an instant meme, as Kevin’s reflex to roast was followed by a hilarious attempt to gaslight his way out of it.

Soundcloud Rappers: Roasting a Generation

But that was nothing compared to what Kevin did on the MTV stage, when he went after an entire generation of Soundcloud rappers.
“Stop writing on your goddamn face! You’re not going to get a job if this doesn’t work out!”
Kevin wasn’t just roasting artists—he was dragging an entire era of music and self-expression. The audience agreed; it was like your brutally honest uncle got handed the mic.

Kai Cenat: Streamer Gets Cooked

While rappers got roasted in public, streamers got cooked live. When Kevin joined Kai Cenat’s stream, all hell broke loose.
Roast after roast turned the stream into a full-on diss track. It wasn’t even a battle—it was a drive-by roast with rhyme and rhythm, leaving Kai and his crew in stitches.

Nick Cannon: Wild ‘N Out Carnage

If Kevin cooked Kai, he absolutely incinerated Nick Cannon on Wild ‘N Out.
“You dress like a perverted youth pastor,” Kevin shot at Nick.
And then, the kill shot: “After all the babies, Nick’s is trash!”
Even Nick had to smile. He knew he got cooked, but he took it like a champ.

Will Smith: Turning Oscars Drama Into Comedy Gold

But what happens when Kevin roasts a friend who doesn’t laugh? That brings us to Will Smith.
Kevin was deep in his comedy zone, telling a story about how “crazy just sneaks up on you.”
“Look at Will Smith—he didn’t plan that, it just happened!”
Kevin turned the most talked-about Oscars moment into one of the funniest roast lines of the year. It was like watching a live comedy exorcism of one of Hollywood’s most uncomfortable moments.

Kevin Hart doesn’t punch down—he punches up. Every time he roasted friends, legends, rappers, and NBA giants, they all came back for more. At this point, it’s not even a debate: Kevin Hart is the king of friendly fire. He’s the guy who can destroy you with a smile and leave the audience in tears of laughter.

He doesn’t hold back. He doesn’t sugarcoat. Whether it’s your bald head, your bad music, or your baby count, Kevin will find your weakness and weaponize it. But here’s the real twist—it’s all love. Because when Kevin roasts someone, it means they’re in the circle. It’s a badge of honor.

So the next time you see Kevin Hart walking up to the mic with that grin on his face—duck. The roast is coming, and nobody, not even his closest friends, is safe.