Cassie breaks down in tears at Diddy trial revealing shocking details of what he would allegedly do to her at ‘freak offs’

The singer has gone into detail about what she has accused her former boyfriend of doing to her at the rapper’s alleged ‘freak offs’

Joe Yates

Joe Yates

Warning: This article contains discussion of sexual assault which some readers may find distressing.

Diddy’s ex-girlfriend and R&B star Cassie has broken down in tears as she was quizzed on alleged ‘freak offs’ that are believed to have taken place at the rapper’s residency.

As the trial into the multiple allegations Diddy, real name Sean Combs, has been accused of – which includes racketeering and sex trafficking by force, and fraud or coercion – continues, Casandra Ventura is giving evidence against the 55-year-old.

Speaking in court today, prosecutor Emily A. Johnson said per Inner City Press: “Would you give the $20 million back if you hadn’t have had to do freak offs?”

https://imasdk.googleapis.com/js/core/bridge3.695.1_en.html#fid=goog_1432238024

Woman dies in freak accident

Referring to the abuse settlement the pair reached back in 2023, when Cassie alleged that had raped her. Just a day after she accused him of both rape and sex trafficking, the pair reached a settlement.

A 37-year-old Sean 'Diddy' Combs and Cassie, pictured back in 2007 at the singer's 21st birthday party (Denise Truscello/WireImage for Jet Nightclub)

A 37-year-old Sean ‘Diddy’ Combs and Cassie, pictured back in 2007 at the singer’s 21st birthday party (Denise Truscello/WireImage for Jet Nightclub)

Diddy’s defense lawyer Anna Estevao replied: “Objection!”

To which the judge overruled.

Cassie replied: “I would give it back to get my agency back.”

Before Johnson asked: “Did he beat you during freak offs?”

Cassie responds: “Yes [starts crying].”

The 38-year-old and Combs were on-and-off dating for more than a decade, having officially entered into a relationship in 2007 – after two years of working together.

Cassie was 19 years old when she was signed by a then 37-year-old Combs, who owns the label Bad Boy Records.

Prosecutor Johnson went on: “Were you open to freak offs at the beginning?”

Cassie replied: “At the beginning.”

Johnson then asked: “Did you tell him when you no longer wanted to do them?”

“Yes. More than once,” Cassie explained.

Continuing, Johnson said: “What concerns did you have about saying no to freak offs?”

To which Cassie responded: “Safety, career, love”

The defense went on to claim Cassie knew what she was getting involved in, adding that the freak offs were ‘Mr. Combs’ sexual preference’.

Estevao told the court: “It was part of being his [Diddy’s] girlfriend.”

Cassie has been giving evidence against her former boyfriend Diddy at his trial, which began earlier this week (Emma McIntyre/The Hollywood Reporter via Getty Images)

Cassie has been giving evidence against her former boyfriend Diddy at his trial, which began earlier this week (Emma McIntyre/The Hollywood Reporter via Getty Images)

Combs has been charged with racketeering and sex trafficking by force, fraud or coercion, charges he’s continued to deny.

The indictment accuses Combs and others in his enterprise of ‘wield[ing] the power and prestige of Combs’ role at the Combs Business to intimidate, threaten and lure female victims into Combs’ orbit, often under the pretence of a romantic relationship’.

With the ‘assistance of members and associates’, the document claims Combs ‘transported commercial sex workers across state lines and internationally’ and ‘then used force, threats of force, and coercion, to cause victims to engage in extended sex acts with male commercial sex workers that Combs referred to as, among other things, ‘freak offs”.

If you’ve been affected by any of the issues in this article, you can contact The National Sexual Assault Hotline on 800.656.HOPE (4673), available 24/7. Or you can chat online via online.rainn.orgFeatured Image Credit: Jeff Kravitz/FilmMagic

Topics: DiddyCassie VenturaUS NewsCourt

Joe Yates

Joe Yates

Cassie reveals how long the longest 'freak off' party was as she describes shocking details at Diddy trial

HomeCelebrity

Updated 19:09 13 May 2025 GMT+1Published 18:28 13 May 2025 GMT+1

Cassie reveals how long the longest ‘freak off’ party was as she describes shocking details at Diddy trial

Cassie revealed the nature of the ‘freak offs’ for Diddy’s trial

Gerrard Kaonga

Gerrard Kaonga

Diddy’s trial has gotten underway and his former girlfriend Cassie has spoken out in length about his alleged ‘freak off’ parties.

Cassandra Ventura, known professionally as Cassie, was called to the stand in the trial for her former partner Diddy, real name Sean Combs, and gave insights into their relationship.

A point of particular contention for the case were the rapper and producer’s notorious ‘freak off parties’.

It is here prosecutors believe the illegal actions took place. He was arrested last year September in New York and has been charged with racketeering and sex trafficking by force, fraud or coercion.

He has repeatedly denied all of the charges that he faces.

Following the opening remarks on May 12, the next day Cassie gave insights into the nature of these parties hosted by Diddy.

Ex girlfriend Cassie spoke in the Diddy trial on Tuesday (Shareif Ziyadat/Getty Images for Sean "Diddy" Combs)

Ex girlfriend Cassie spoke in the Diddy trial on Tuesday (Shareif Ziyadat/Getty Images for Sean “Diddy” Combs)

Explaining ‘freak-offs’, Cassie said they were ‘sexual encounter[s] called voyeurism’ where Combs would watch her have sex with another man.

Cassie claims it involved hiring an escort and Combs would watch her with another man while directing them, as per the BBC.

She explained in court how she didn’t want to be involved, but ultimately did so because she ‘loved him [Diddy] very much’ and ‘wanted to make him happy’.

She also revealed that the parties became an all encompassing aspect of her relationship with the rapper.

She stated: “The freak offs became a job. There was no time to do anything else but do them then try to recover.”

Assistant United States Attorney Emily Johnson, followed up and asked: “How much time in your week would freak offs take?

Cassie responded: “The longest was four days, significant periods of time.”

Cassie explained the nature of the freak offs in her testimoney(Jeff Kravitz/FilmMagic)

Cassie explained the nature of the freak offs in her testimoney(Jeff Kravitz/FilmMagic)

Cassie also spoke about the alleged nature of their relationship and claimed that Combs was abusive towards her.

Explaining to Johnson, she said that his moods would vary day to day and that when it ‘swung’ he would show ‘anger’.

Speaking of how it impacted her, she said: “Greatly. The next thing I knew I was getting hit in the face. There was also psychological abuse. He’d tell me to watch my mouth, change my face.”

Diddy has faced accusations of being violent towards Cassie when a CCTV video was made public that appeared to show him attacking Cassie inside a Los Angeles hotel back in 2016.

If you are experiencing domestic violence, please know that you are not alone. You can talk in confidence 24 hours a day to the national domestic violence helpline on 1.800.799.SAFE (7233) 24/7. You can find a list of local resources here.Featured Image Credit: Jason LaVeris/FilmMagic

Topics: Cassie VenturaCelebrityDiddyCourt

Every allegation Cassie has made against Diddy as she lifts lid on 'freak off' parties in trafficking trial

HomeNewsUS News

Updated 10:58 15 May 2025 GMT+1Published 10:32 15 May 2025 GMT+1

Every allegation Cassie has made against Diddy as she lifts lid on ‘freak off’ parties in trafficking trial

The model broke down as her second day of testimony came to an end

Ellie Kemp

Ellie Kemp

Cassie Ventura broke down as she came to the end of her testimony in court as the Diddy trial continued on Wednesday (May 14).

The high-profile court trial of Diddy, whose real name is Sean Combs, started on Monday (May 12) after the rapper was arrested and charged on suspicion of sex trafficking by force, fraud or coercion – all of which he denies.

After the opening remarks by both prosecution and defence were delivered on Monday (May 12), his ex girlfriend, Casandra ‘Cassie’ Ventura, took to the stand on Tuesday (May 13) to detail how Combs allegedly would ‘punish’ her during their relationship, which lasted on-and-off from 2007 to 2018.

Her testimony continued on Wednesday, as a heavily-pregnant Ventura burst into tears when asked why she’d decided to testify.

“I can’t carry this anymore,” she told the court, as per Sky News. “I can’t carry the shame, the guilt, the way he treated people like they were disposable.

Diddy and Cassie dated on and off between 2007 and 2018 (Jason LaVeris/FilmMagic via Getty Images)

Diddy and Cassie dated on and off between 2007 and 2018 (Jason LaVeris/FilmMagic via Getty Images)

“What’s right is right, what’s wrong is wrong. I came here to do the right thing.”

The trial continues today (Thursday May 15), with Combs’ defence lawyers due to cross examine the 38-year-old model.

Here’s a look at everything she’s alleged in court…

Cassie tried to avoid one particular thing during freak-offs

Dissecting the alleged freak-offs at length, Ventura said they made her feel ‘horrible about myself’ and ‘humiliated’.

When asked in court if there was anything specific she would try to avoid in the supposed sex ‘parties’, Ventura said: “I tried to avoid kissing, it seems too intimate. But [Combs] told me to do it, to kiss the escorts.”

Ventura also claimed Combs would ‘blackmail’ her with recordings of her engaging in sexual acts, referring to one incident on the 29th birthday where he ‘pulled’ her away from her friends for a ‘freak off’.

Rape allegations

Ex girlfriend Cassie spoke in the Diddy trial on Tuesday and Wednesday (Shareif Ziyadat/Getty Images for Sean "Diddy" Combs)

Ex girlfriend Cassie spoke in the Diddy trial on Tuesday and Wednesday (Shareif Ziyadat/Getty Images for Sean “Diddy” Combs)

During her time on the stand, Ventura alleged that Combs raped her at her Los Angeles home after she just told him she wanted to break off their relationship.

“I just remember crying and saying no, but it was very fast,” she said.

She went on to tell jurors she did engage in consensual sex on a subsequent occasion, explaining: “We’d been together for over 10 years. You just don’t turn feelings off.”

Diddy accused of blackmailing Cassie on multiple occasions

“It is horrible and disgusting. No one should do that to anyone,” she said of the freak-offs and their recordings. “It could ruin everything I worked for, make me look like a sl*t. I wasn’t supposed to be on those videos. I didn’t want to be in them.”

The mom also alleged Combs threatened to release the videos of her when she started dating someone else.

She also spoke about a trip to Cannes in 2013, after which she said the rapper began playing a recording of a freak off on his laptop on a commercial flight to New York, with other people around them – telling her he was ‘going to embarrass me and release them’.

Cassie hid injuries from loved ones

Cassie claimed the longest 'Freak Off' party lasted four days (Julia Beverly/Getty Images)

Cassie claimed the longest ‘Freak Off’ party lasted four days (Julia Beverly/Getty Images)

Ventura also spoke about how she hid her injuries from loved ones to shield them against the extent of Comb’s violence.

In one alleged incident, she says she suffered a ‘pretty significant gash’ above her left eye after he threw her into a bed frame.

Rather than go to hospital, his security staff took her to a plastic surgeon in Beverly Hills, she said.

Jurors were shown photos of her with a swollen lip following the incident as she testified.

She said a friend of hers saw her injuries and was ‘super upset’ because she’d ‘seen me with black eyes and busted lips before’.

Diddy’s alleged threats to her and Kid Cudi

Cassie spoke of how she briefly dated Scott Mescudi, better known as singer and rapper Kid Cudi, in 2011.

She alleges Combs lunged at her with a corkscrew and kicked her in the back when he found out.

He then threatened to blow up Mescudi’s car.

The physical and mental impacts of freak-offs

Cassie was 19 years old when she and Diddy began dating (John Shearer/Getty Images for The Hollywood Reporter)

Cassie was 19 years old when she and Diddy began dating (John Shearer/Getty Images for The Hollywood Reporter)

Asked if the freak offs impacted her health, Ventura said she had stomach problems and frequently developed urinary tract infections (UTIs).

She was also affected mentally, she told the court, saying they made her feel ‘really empty’ and ‘gross’.

Early in 2023, she said she started suffering from ‘flashbacks’ and had suicidal thoughts, so went to rehab and trauma therapy.

Ventura said it is ‘impossible to know’ how many freak offs she participated in, but it was in the hundreds.

Asked if she has been involved in any since ending the relationship in 2018, she replied: “No.”

What happened at the freak-offs?

Previously, Cassie claimed that the longest ‘freak-off’ she was made to take part in lasted four days.

Explaining the alleged ‘freak-offs’, Cassie said they were ‘sexual encounter[s] called voyeurism’ where Combs would watch her have sex with another man.

Cassie recalled what happened when she was first introduced to these so-called ‘freak-off’ parties.

“I remember my stomach falling to my butt,” she said. “Just the nervousness and confusion… I had just turned 22.”

Cassie claims it involved hiring an escort and Combs would watch her with another man while directing them, as per the BBC.

She told how she didn’t want to be involved, but ultimately did so because she ‘loved him [Combs] very much’ and ‘wanted to make him happy’.

One horrific act alleged was when Ventura ‘felt like she was choking’ after Combs ‘made an escort urinate into her mouth’.

What Combs’ attorney has said

In response to the news of Combs’ arrest, his attorney Marc Agnifilo told UNILAD at the time: “We are disappointed with the decision to pursue what we believe is an unjust prosecution of Mr. Combs by the U.S. Attorney’s Office.

“Sean ‘Diddy’ Combs is a music icon, self-made entrepreneur, loving family man, and proven philanthropist who has spent the last 30 years building an empire, adoring his children, and working to uplift the Black community. He is an imperfect person, but he is not a criminal.

“To his credit Mr. Combs has been nothing but cooperative with this investigation and he voluntarily relocated to New York last week in anticipation of these charges. These are the acts of an innocent man with nothing to hide, and he looks forward to clearing his name in court.”

The trial is expected to last around eight weeks. If convicted, Combs faces up to life in prison.

UNILAD has contacted representatives for Combs and Ventura for comment.

The trial continues.

If you’ve been affected by any of the issues in this article, you can contact The National Sexual Assault Hotline on 800.656.HOPE (4673), available 24/7. Or you can chat online via online.rainn.org.Featured Image Credit: Johnny Nunez/WireImage/Getty Images

Topics: Cassie VenturaCelebrityCourtDiddyUS NewsCrimeDomestic Abuse

Ellie Kemp

Ellie Kemp

Advert

Advert

Advert

Prosecutor at Diddy trial reveals alleged urine act the rap mogul 'made' Cassie do as they detail ‘freak off’ parties

HomeNewsUS News

Updated 10:16 13 May 2025 GMT+1Published 16:32 12 May 2025 GMT+1

Prosecutor at Diddy trial reveals alleged urine act the rap mogul ‘made’ Cassie do as they detail ‘freak off’ parties

As the trial continues, a prosecutor has spoken about an alleged sex act Combs coerced Cassie into

Joe Yates

Joe Yates

As Diddy’s trial continues, a prosecutor has alleged that he coerced his former girlfriend Cassie to take part in a ‘freak-off’ which involved urine.

Diddy, real name Sean Combs, was indicted by a grand jury following his arrest at the Park Hyatt hotel in Manhattan back in September.

The 55-year-old has been in jail ever since, with his hair notably beginning to have turned gray in the eight months that have passed.

Speaking in court today, prosecutor Emily A. Johnson explained how his ex-girlfriend Casandra Ventura, stage name Cassie, took part in one freak-off in-particular due to the fact she was in love with him.

Johnson told jurors: “She knew it was not something she wanted to do.”

Before detailing one moment in the freak-off, where her client explained how she ‘felt like she was choking’ after Combs ‘made an escort urinate into her mouth’.

Cassie and Sean 'Diddy' Combs, pictured back in 2017 (George Pimentel/WireImage)

Cassie and Sean ‘Diddy’ Combs, pictured back in 2017 (George Pimentel/WireImage)

Johnson explained that Cassie has said that she would be willing to speak to jurors herself about the incident, where Combs is alleged to have forced her to take part in having sex with male escorts – all while he was pleasuring himself in the room and recording it on video.

The 38-year-old and Combs were on-and-off dating for more than a decade, having officially entered into a relationship in 2007 – after two years of working together.

Cassie was 19 years old when she was signed by a then 37-year-old Combs, who owns the label Bad Boy Records.

UNILAD

UNILAD

However, in October 2018, they split for good following allegations that Combs raped Cassie that year. Although just a day after she accused him of both rape and sex trafficking, the pair reached a settlement.

Combs has been charged with racketeering and sex trafficking by force, fraud or coercion, charges he’s continued to deny.

The indictment accuses Combs and others in his enterprise of ‘wield[ing] the power and prestige of Combs’ role at the Combs Business to intimidate, threaten and lure female victims into Combs’ orbit, often under the pretence of a romantic relationship’.

Combs and Cassie pictured back in 2016 (Jason LaVeris/FilmMagic)

Combs and Cassie pictured back in 2016 (Jason LaVeris/FilmMagic)

With the ‘assistance of members and associates’, the document claims Combs ‘transported commercial sex workers across state lines and internationally’ and ‘then used force, threats of force, and coercion, to cause victims to engage in extended sex acts with male commercial sex workers that Combs referred to as, among other things, “freak offs”‘.

If you’ve been affected by any of the issues in this article, you can contact The National Sexual Assault Hotline on 800.656.HOPE (4673), available 24/7. Or you can chat online via online.rainn.orgFeatured Image Credit: ANGELA WEISS/Getty

Topics: DiddySex TraffickingCrime

Joe Yates

Joe Yates

Advert

Advert

Advert

Eye-watering sum Diddy paid Cassie within 24 hours of her filing abuse lawsuit against him finally revealed

HomeNewsWorld News

Updated 11:20 15 May 2025 GMT+1Published 07:30 15 May 2025 GMT+1

Eye-watering sum Diddy paid Cassie within 24 hours of her filing abuse lawsuit against him finally revealed

Casandra Ventura filed a lawsuit against the rapper in November 2023 but it was settled just a day later

Poppy Bilderbeck

Poppy Bilderbeck

Warning: This article contains allegations of sex trafficking, abuse and assault which some readers may find distressing.

Casandra ‘Cassie’ Ventura has revealed on the stand how much Sean ‘Diddy’ Combs paid her to settle her 2023 lawsuit against him and why she took the money.

After being indicted by a grand jury and arrested in September last year, Sean Combs is currently on trial after being charged with racketeering conspiracy, two charges of sex trafficking and two charges of transportation to engage in prostitution – the rapper having denied all charges.

The 55-year-old’s trial began on May 12 and has seen multiple people called to the stand, including R&B singer and dancer Cassie – real name Casandra Ventura – a former partner of Combs.

Ventura came forward in November 2023, filing a sexual abuse lawsuit in Federal District Court in Manhattan alleging Combs ‘frequently beat’ and also raped her in 2018 – which Combs ‘vehemently denied’ at the time.

And around 24 hours later, it was revealed Ventura and Combs had reached a settlement.

Sean ‘Diddy’ Combs trial begins

Credit: ABC News

https://imasdk.googleapis.com/js/core/bridge3.695.1_en.html#fid=goog_257728849

0 seconds of 4 minutes, 35 secondsVolume 90%

The lawsuit alleged Combs is a ‘serial domestic abuser, who would regularly beat and kick Ms Ventura, leaving black eyes, bruises, and blood,’ ‘pl[ying] the vulnerable Ms Ventura with drugs and alcohol, causing her to fall into dangerous addictions that controlled her life’ – first beginning when he signed her to his record label.

Ventura said in a statement at the time she was ‘finally ready’ to tell her ‘story’ and ‘speak up about the trauma [she had] experienced and that [she] will be recovering from for the rest of [her] life’.

Combs’ lawyer slammed the allegations as ‘baseless and outrageous’ and accused Ventura of trying to extort the rapper, claiming Ventura had ‘persistent[ly]’ been ‘demanding’ $30 million ‘under the threat of writing a damaging book about their relationship, which was unequivocally rejected as blatant blackmail,’ Combs’ lawyer, Ben Brafman, told UNILAD.

Ventura’s lawyer, Doug Wigdor, responded claiming Combs offered the singer ‘eight figures to silence her and prevent the filing of this lawsuit’ and Ventura allegedly ‘rejected his efforts and decided to give a voice to all woman who suffer in silence’.

However, on her second day on the stand amid Combs’ sex trafficking trial on May 14, Ventura revealed she ultimately accepted a settlement payment from Combs of a staggering $20 million, alongside dismissing the legal action – and she also reflected why.

Ventura filed a lawsuit but settled a day later (Laura Thompson / New York Daily News via Getty Images)

Ventura filed a lawsuit but settled a day later (Laura Thompson / New York Daily News via Getty Images)

Ventura confirmed she had been in talks to write a book about her experiences at the time she filed the lawsuit.

She said on the stand, as quoted by The Washington Post: “I wanted to be compensated for the time and the pain and the many, many years of having to try to fix my life.”

And why she’s taking the stand in court now? “To do the right thing.”

Reflecting on her part in the alleged freak-off parties Combs held which saw her – and reportedly others – abused, she resolved: “I can’t carry the shame, the guilt. I was guided to treat people like they were disposable.”

UNILAD has contacted representatives of Sean Combs for comment.

If you want friendly, confidential advice about drugs, you can call American Addiction Centers on (888) 830-7624 24 hours, seven days a week, or contact them through their website.

If you’ve been affected by any of the issues in this article, you can contact The National Sexual Assault Hotline on 800.656.HOPE (4673) available 24/7. Or you can chat online via online.rainn.org Español: rainn.org/es.Featured Image Credit: Jason LaVeris/FilmMagic via Getty Images

Topics: DiddyCassie VenturaUS NewsWorld NewsMoney