10 Times Kevin Hart ROASTS Celebrities and It Gets Wild!

The King of Friendly Fire: Kevin Hart’s Most Savage Celebrity Roasts

Kevin Hart doesn’t just tell 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 elevated roasting into an art form. And the wildest part? Half the time, his targets are sitting right next to him.

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

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1. Becoming Shaq on SNL

It all started with a shiny bald cap and a ridiculous impression that was somehow more accurate than it should’ve been. On an episode of Saturday Night Live, Kevin didn’t just roast Shaquille O’Neal—he became him. Towering presence? Check. Tangled train of thought? Double check. Kevin poked fun at Shaq’s famously confusing analogies, riffing, “Shaq, you gotta get it together, man. I think you’re the only basketball player whose brain aged like a football player.” He looked like Megamind in sneakers, and somehow, it worked.

Kevin kept pushing, roasting Shaq’s logic until the crowd was in tears. “Every dog has his day, but it’s nighttime. No time for dogs. Dogs don’t sleep, so it’s cat time. Cats come out at night. Freaks come out at night. Shaq a freak.” The relentless roast ended with Kevin demanding, “Let’s go, Chuck. I’m about to give you barbecue chicken. It’s duckets ‘cause you shacked in a fool.” If you thought Shaq was fair game, just wait.

2. Bantering with Sofia Vergara

On The Graham Norton Show, Kevin found himself next to the Colombian bombshell Sofia Vergara. Their chemistry? Non-stop banter. As Sofia explained how she had to “de-Latinize” herself to play a drug queenpin, Kevin couldn’t contain his laughter. When Sofia said, “We don’t get high on our own supply,” Kevin pretended to expose her true identity, sending the room into hysterics. Even Sofia, after shooting him a glare that could melt steel, couldn’t help but laugh.

3. Roasting Tom Brady—No Mercy

At Tom Brady’s 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.” He took shots at Brady’s legacy, his age, and then delivered the real blow: Brady’s ex-wife Gisele and her new jiu-jitsu coach. “Gisele’s here tonight, but she came as Antonio Brown’s plus one.” The tension in the room was palpable. Brady tried to play it cool, but Kevin’s smirk said it all.

4. LeBron’s Hairline Revival

Kevin didn’t hold back when it came to LeBron James and his mysterious hairline revival. “I was the one counting the hairs on top of his head. One… two-ish.” When LeBron returned weeks later with a full head of hair, Kevin roasted him for his newfound confidence. The joke went viral—not because it was mean, but because it was hilariously accurate.

5. Don Cheadle’s Age

When Kevin roasted Don Cheadle, it wasn’t about hair—it was about age. “I’m 56 years old,” Don said. “Damn,” replied Kevin, unintentionally making the moment awkward. As Kevin tried to walk it back, each “damn” got quieter and more awkward. It became an instant meme: Kevin’s reflex to roast, followed by a hilarious attempt to gaslight his way out.

6. Soundcloud Rappers—A Whole Generation Roasted

On the MTV stage, Kevin 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.” It was like your brutally honest uncle got handed the mic—and the audience loved it.

7. Destroying Streamers Live

When Kevin joined Kai Cenat’s stream, all hell broke loose. Roast after roast, Kevin turned the stream into a full-on diss track. “AMP and him in the booth is really trash. Your ass, too.” It wasn’t even a battle—it was a drive-by roast with rhyme and rhythm.

8. Incinerating Nick Cannon on Wild ‘N Out

Wild ‘N Out became a battlefield when Kevin and Nick Cannon faced off. “Did y’all hear Nick got a new song coming out? Don’t worry, nobody else did either.” And the kill shot: “After all the babies, Nick’s is trash.” Even Nick had to smile—he knew he got cooked, but at least he took it like a champ.

9. Will Smith—Turning Awkward into Comedy Gold

When Kevin roasted Will Smith, he turned one of Hollywood’s most uncomfortable moments into comedy gold. “Crazy just sneaks up on you. Look at Will Smith. He didn’t plan that. That just happened.” Kevin referenced the infamous Oscars slap, making the audience roar with laughter.

Kevin Hart doesn’t hold back. He doesn’t sugarcoat. Whether it’s your bald head, bad music, or baby count, Kevin will find your weakness and weaponize it. But here’s the twist—it’s all love. When Kevin roasts someone, it means they’re in the circle. It’s a badge of honor. If you get roasted by Kevin Hart, you’ve made it.

So next time you see him walking up to the mic with that grin, duck—because the roast is coming, and nobody, not even his closest friends, are safe.