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Diddy's 'strange' text messages to Cassie just days after 2016 hotel assault revealed in court

Home> Entertainment> Celebrity

Updated 17:29 16 May 2025 GMT+1Published 16:17 16 May 2025 GMT+1

Diddy's 'strange' text messages to Cassie just days after 2016 hotel assault revealed in court

Sean 'Diddy' Combs' ex-girlfriend Casandra Ventura has returned to the witness stand for cross-examination

Anish Vij

Anish Vij

Warning: This article contains allegations of sexual harassment and domestic violence which some readers may find distressing

Diddy's ex-girlfriend Cassie has opened up about what she's referred to as the 'strange' text messages he sent her after the alleged assault at a LA hotel in 2016.

The trial of Sean 'Diddy' Combs continues in New York after prosecutors allege that the hip hop producer 'ran a criminal enterprise' and allegedly committed 'sex crimes, arson, bribery and obstruction', with it also being alleged that he 'directed' 'freak off' sex parties which prosecution claimed were 'coercive, manipulative events designed to break down victims and keep them dependent'.

Combs has plead not guilty to the five charges - one count of racketeering conspiracy, two counts of sex trafficking by force, fraud or coercion, and two counts of transportation to engage in prostitution.

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Cassie, legally known as Casandra Ventura, was in an on-and-off relationship with Diddy from 2007 and 2018, and is the star witness for the prosecution.

Sean 'Diddy' Combs' ex-girlfriend Casandra Ventura has returned to the witness stand for cross-examination (Neilson Barnard/Getty Images)
Sean 'Diddy' Combs' ex-girlfriend Casandra Ventura has returned to the witness stand for cross-examination (Neilson Barnard/Getty Images)

The R&B singer who signed to Combs' Bad Boy Records label when she was 19 said it would take days to recover from the freak offs, which allegedly involved heavy drug use, physical and mental abuse, and forced sex with hookers.

A key piece of evidence used in the trial is 2016 footage of Combs wearing a towel whilst allegedly punching, kicking, and dragging Cassie in the hallway of a Los Angeles hotel.

The video was shared by CNN a year after Cassie settled an abuse lawsuit for $20 million with Combs in 2023.

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Diddy also publicly apologised for the video and said he took 'full responsibility for my actions'.

Now, in court today (16 May), CNN has reported that Ventura 'thought it was a little strange' when Combs was 'suggesting something sexual' after the 2016 hotel incident.

“I felt that way from Friday [referring to their time at the hotel],” a text message from Combs read. “What are you doing.”

Combs has plead not guilty to the five charges (Jason LaVeris/FilmMagic)
Combs has plead not guilty to the five charges (Jason LaVeris/FilmMagic)

“Not a good vibe. We need a different vibe than Friday,” Ventura replied.

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“F**k Friday lol” Combs added. “I don’t even want to do that again.”

“Lol true,” Ventura responded. Combs then referenced a card and told Cassie that he loved her.

“Love you,” the singer said back.

In another message from 10 March, 2016, Cassie describes the abuse she allegedly received.

“When you get f**ked up the wrong way you always want to show me that you have the power and you knock me around. I’m not a rag doll, I’m someone’s child,” she wrote.

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If you are experiencing domestic violence, please know that you are not alone. You can talk in confidence to the national domestic violence helpline Refuge on 0808 2000 247, available 24/7, or via live chat, available 10am-10pm, Monday to Friday.

Alternatively, if you have been affected by any of the issues in this article and wish to speak to someone in confidence, contact The Survivors Trust for free on 08088 010 818, available 10am-12.30pm, 1.30pm-3pm and 6pm-8pm Monday to Thursday, 10am-12.30pm and 1.30pm-3pm on Fridays, 10am-12.30pm on Saturdays and 6pm-8pm on Sundays.

Featured Image Credit: Steve Granitz/Getty Images

Topics: Cassie Ventura, Diddy, Celebrity, Crime

Anish Vij
Anish Vij

Anish is a Journalist at LADbible Group and is a GG2 Young Journalist of the Year 2025. He has a Master's degree in Multimedia Journalism and a Bachelor's degree in International Business Management. Apart from that, his life revolves around the ‘Four F’s’ - family, friends, football and food. Email: [email protected]

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@Anish_Vij

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  • Cassie testifies about Diddy moment that left her 'shocked' as jurors are shown 'freak off' party videos in court
  • Cassie describes what happened at 'freak off' parties as she gives evidence in court for Diddy's trial
  • Cassie revealed husband punched a wall when he found out about Diddy’s alleged attack as he releases statement on trial
  • Cassie reads out seven texts Diddy sent her after 2016 hotel altercation during testimony

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