A man who shot up Donald Trump’s Doral Miami resort in 2018 claims he signed a non-disclosure agreement for $5 million after he contracted herpes during a sexual encounter with Sean Combs’ ex, Cassie Ventura.
Jonathan Oddi was arrested in 2018 after a shootout with cops in the lobby of the Trump National Doral Golf Club.
During a police interrogation, Oddi went on a bizarre rant about the Bad Boy Records mogul and his then-girlfriend, Cassie. Oddi claimed Combs and Cassie kept him as a “sex slave” and she allegedly gave him herpes.
Ex-porn star who claimed he’s Diddy’s sex slave signed NDA with disgraced rapper in exchange for $5M: report https://t.co/LbSBgfyXsM pic.twitter.com/qs5360JWUx
— New York Post (@nypost) May 7, 2025
Oddi, a former p0rn star, said he signed an NDA in exchange for $5 million from Combs.
Investigators didn’t believe a word Oddi said at the time. They dismissed his story as the ranting of a mentally deranged man.
But now the feds are looking at Oddi’s 2018 police interrogation videos with fresh eyes.
In one video from 2018, Oddi recalled: “I had sex with Cassie [Ventura] and Sean [Combs]. Basically, he would masturbate and tell me what to do to Cassie. I was like a sex slave. For them, that’s what I was.”
An image of the NDA document allegedly signed by Oddi and Combs in Miami in 2014 emerged Wednesday, the NY Post reported. The NDA seemed to back up Oddi’s bizarre story.
Oddi signed the NDA around the same time he divorced his wife, attorney Tonia Troutwine. She allegedly leaked the NDA to the Daily Mail, which first published the document.
She believes Oddi divorced her because he was suddenly flush with cash – and he didn’t want her to get her hands on his money.
“The date of that contract was around the same time as our divorce,” Troutwine told the Daily Mail. “I almost feel like he divorced me because he came into all this money and so I wouldn’t claim it,” Troutwine said.
“He kept on insisting that we sign the divorce paperwork, which I thought was very odd how he wanted to get things going so quickly,” Troutwine said.
“It was only later that I found out he had signed this agreement.”
“But our lives were already going in different paths. I started feeling like a third wheel in someone else’s life rather than a wife,” she added.
Troutwine believes Oddi met Sean Combs and Cassie at a private party at his mansion on Star Island in Miami Beach.
“Diddy just has those radiating personalities, and I can tell that [Combs] really enjoyed the attention, you know. He likes to be the king. [Oddi] would’ve played perfectly into that,” she said.
Oddi went on a shopping spree less than a month after the divorce was finalized, NBC Miami reported.
He bought five distressed properties for $765,000 in two months, according to Miami-Dade County property records.
All of the properties were purchased mortgage-free, suggesting they were bought with cash.
On October 22, 2018, Oddi marched into the Trump National Doral Golf Club in Miami carrying an American flag. He unfurled the flag in the lobby and began shouting about Trump. Police arrived within 2 minutes, and Oddi began shooting at the patrol cars through the lobby windows.
Officers returned fire, hitting him in the legs, investigators said.
Oddi was charged with attempted murder of law enforcement officers, armed burglary, and armed grand theft and is still in a Florida jail awaiting trial.
Oddi’s apparent mental breakdown came just months before Cassie ended her relationship with Combs for good, Troutwine noted.
