Cassie’s Courtroom Cross-Examination: What She Said Under Oath

Cassie Faces Diddy in Court

The courtroom was tense as Cassie Ventura returned to the witness stand — this time for cross-examination by Sean “Diddy” Combs’ legal team. Here’s what was said, broken down in plain language. 

 
The Suge Knight Question 

Combs' lawyer, Estevao, brought up an old allegation that Diddy once went looking for Suge Knight with guns. She asked Cassie if she remembered telling the government she had gone with them. 
Cassie answered simply: “No.” 
When shown a record of that statement, she replied: “I did not go with them. So I don’t think I said that.” 
 

Party Substances and Ms. Morgan 

Estevao shifted the questioning to Cassie’s past use of party substances. She asked if Cassie used them with a woman named Ms. Morgan. 
Cassie confirmed: “Yes.” 
Then she was asked whether she had ever told the government she didn’t see Mr. Combs hit Ms. Morgan with a wooden hanger — but Cassie didn’t directly answer this part. 

 
Jealousy and Relationships 

The lawyer asked if Cassie wanted to be Mr. Combs’ main girlfriend. 
Cassie responded: “In 2013, yes.” 
Estevao then brought up Cassie’s reaction to seeing Mr. Combs with other women on social media. 
Cassie replied: “Can I speak? I was jealous of certain situations.” 

 

Industry Suspicions 

Questions then turned to Kid Cudi, also referred to as Mr. Mescudi. 
Estevao asked if Mr. Combs suspected Cassie was involved with him. 
Cassie said: “Yes.” 
She also confirmed that Mr. Combs believed a collaboration with Kid Cudi could help her music career. 

 
Court Takes a Break 

After that, the judge called for a break. The jury and witness stepped out. 
Lawyers argued over how long the cross-examination would continue. 
The judge reminded them that Cassie was supposed to finish testifying by the end of the week. 

 
Tattoos, Trips, and Past Relationships 

When the jury returned, Estevao asked about Cassie’s former boyfriend, Mr. Leslie — confirming he was 10 years older than her. 
Then she brought up a trip to Miami, asking if the event flyer was just a cover to spend time with Mr. Combs. 
Cassie answered: “That’s true.” 
Cassie confirmed she had a tattoo of Mr. Leslie’s initials and that she had three tattoos at the time. 
One of them read: “No Regrets.” 
 

Cassie and Combs: Inside the Relationship 

The questions turned personal. 
Did she love Mr. Combs? 
Cassie said: “I did.” 
Did she care for him? 
Cassie said: “In some ways.” 
Estevao pointed out that while the public called him Puff Daddy or Diddy, Cassie called him Sean. 
She also confirmed she knew a version of him the public didn’t see. 
 

“Freak Offs” and Private Acts 

Estevao began asking about “freak offs.” 
She asked if Cassie wore wigs and masks during those encounters. 
Cassie said: “Yes.” 
She was then asked if the public knew about these things before November 2023. 
Cassie replied: “No one knew until November 2023.” 
 

Messages and Diddy’s Career 

Estevao asked Cassie whether she believed her lawsuit had ruined Mr. Combs’ career. 
Cassie responded: “I could understand that.” 
Then, she read messages Mr. Combs had sent. 
One message asked: “When are you on your period?” 
Cassie replied: “No now.” 
Another message asked: “What you be thinking about when you horny?” 
Cassie was offered the chance not to read them herself. She said: “Thank you.” 
Estevao pointed out one message had long exaggerated letters like “oooooo’s.” Cassie confirmed that. 
 

After the Freak Offs 

Cassie was asked if she would make love to Mr. Combs after the freak offs. 
She said: “Yes.” 
Then came more private questions: 
Was Mr. Combs asking about her period to time their meetups for physical reasons? 
Cassie said: “Looks like it.” 
Did she ever watch him with other women? 
Cassie answered: “Two or three times.” 

 
Swinger Lifestyle and Secrets 

When asked if she discussed the swinger lifestyle with Mr. Combs, Cassie said they mostly talked about how no one talks about it. 
She also confirmed that she kept those freak offs secret from her friends. 
Did his assistants help him? 
Cassie responded: “With everything.” 
 

Memory, Substance Use, and Privacy 

Estevao asked if Cassie would remember an assistant entering during a session with an escort. 
Cassie said: “Not necessarily. I was high.” 
She added: “I had my privacy invaded a lot during that relationship.” 
 

More Text Messages 

Estevao read a message from Cassie to Mr. Combs from July 2012: 
“I’m horny and bored.” 
She said this came after a freak off. 
Cassie noted there were a lot of texts in total — reportedly 25 pages entered into evidence. 
 
This cross-examination covered deeply personal and controversial parts of Cassie’s relationship with Sean Combs. Stay tuned for more courtroom updates as this high-profile case unfolds. 

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