Miami comics hosted a roast of Diddy in Little Havana. You’ll never guess who showed up!

50 Cent took his trolling of Sean “Diddy” Combs off the Internet and into into real life over the weekend.

The “Candy Shop” singer, who has basically made a part-time job posting about the embattled rapper’s recent scandal, came out to a roast of the entertainment mogul in Miami Saturday night.

But Fifty did not get up on stage to deliver insults at the Dead Flamingo Pop Up (formerly Casa Tiki) in Little Havana. We were told he was in the audience, taking breaks between laughing and posing for selfies to send out shots of his Branson cognac.

Rapper 50 Cent made a surprise appearance at a comedy roast for Sean ‘Diddy’ Combs on June 8, 2024, at the Dead Flamingo at Casa Tiki. Photo: Michael Guerrero/@Mikeslyfe

Rapper 50 Cent made a surprise appearance at a comedy roast for Sean ‘Diddy’ Combs on June 8, 2024, at the Dead Flamingo at Casa Tiki. Photo: Michael Guerrero/@Mikeslyfe
In light of all the allegations Combs faces (like the resurfaced surveillance footage where he’s seen beating up his ex Cassie Ventura) the event wasn’t just to crack jokes.

The stand-up showcase, featuring such local talent as Ricky Cruz, Lonnie Cox and Drew Illa, was a fundraiser to benefit the National Domestic Violence Hotline. And the co-host and producer of the 90-minute show, Brittany Brave, is a domestic abuse survivor herself.


“[The Diddy scandal] is topical right now so it made sense to join the conversation in a productive way,” said Brave. “Comedy is what pulled me out of an abusive relationship that lasted for three years and it continues to help all of us make sense of life, especially the parts of it that sting.”

Speaking of stinging, here are some not very PC highlights from the roast:

“Sean Combs got his nickname ‘Puffy’ because that’s how he leaves his girlfriends after every relationship.”

“Diddy used to like hanging out with Kevin Hart until he found out he’s just short and not 14 years old.”

“I never understood why Diddy has lived in Miami for a long time. What about Miami would attract a phony, conniving, self-important, billionaire pedophile? That feels more like a West Palm Beach thing.”

As for Fifty, he kept the roast vibes going later that evening at Vendôme nightclub in South Beach.

On video posted to his Instagram, you can see someone holding up a sign in the crowd reading “Diddy Did It.” That’s also reportedly the working title for an upcoming Netflix documentary Fifty (aka Curtis Jackson) is producing.

Rapper 50 Cent with fans at a surprise appearance at a roast of Diddy in Miami. Photo: Michael Guerrero/@Mikeslyfe

Rapper 50 Cent with fans at a surprise appearance at a roast of Diddy in Miami. Photo: Michael Guerrero/@Mikeslyfe
Combs, who is facing several lawsuits alleging abuse and under a federal sex trafficking investigation, is reportedly laying low at his Star Island compound. It’s unclear if he was aware this comedy event was happening a few miles away, but he most definitely wasn’t invited.

“It is no longer his turn to speak up,” Brave said. “It’s the time for all abuse survivors to take the spotlight. It’s their story now.”

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