Cassie Ventura reveals the ‘painful' medical issues she suffered from brutal ‘Freak-Offs' with Sean ‘Diddy' Combs

Yahoo

15-05-2025

Casandra 'Cassie' Ventura revealed during day two of her incredibly raw testimony at her ex Sean 'Diddy' Combs' sex-trafficking trial the toll 'Freak-Offs' took on her body throughout their relationship.
Assistant United States Attorney Emily Johnson first asked the 'Me & U' singer, who was on the witness stand in Manhattan federal court Wednesday, what 'medical issues' she experienced.
'I had a lot of stomach issues and gastrointestinal issues from taking drugs,' Ventura, 38, explained.
During the first day of her testimony, the 'Long Way 2 Go' singer — who is eight months pregnant with her and husband Alex Fine's third child — said she would take ecstasy, marijuana, ketamine, GHB (also known as the 'date rape drug') or mushrooms during her romps with Combs and an escort.
'I couldn't imagine myself doing any of that without having some sort of buffer or a way to not feel the way it really was, which was emotionless and sex with a stranger who I didn't want to have sex with,' she said.
Ventura further testified Wednesday that the 'Freak-Offs' would give her 'frequent' urinary tract infections because the sex sessions were 'back to back.'
'I was doing a 'Freak-Off' with an infection,' she added before noting that even cranberry juices, pills or other remedies for UTIs did not work on her any longer, calling it 'just a mess.'
'[It was] really painful for a long time. I actually can't believe I dealt with that,' the soon-to-be mom of three reflected on the stand.
Ventura described having sex while suffering from a UTI as 'horrible' and 'the most uncomfortable, burning' sensation.
'I would not advise it,' she said in a rare lighthearted moment.
The 'King of Hearts' singer said she also had 'sores' on her tongue from the 'Freak-Offs' because of all the substances she would come in contact with, including oil and lubricants.
On Tuesday, Ventura testified that Combs, 55, once had a blow-up pool filled with oil and lube inside of a hotel room during one of their 'Freak-Offs' to give them 'glistening' bodies, which the rap mogul liked.
The songstress said Wednesday that Combs was aware of her health struggles. The court was showed a text in which the Bad Boy Records founder told her, 'I need you to go to the doc.'
'I took the blame for things. I just didn't understand why he was saying sorry about something that happened many times,' she said on the stand.
On Day 1, Ventura went into great detail about the 'Freak-Offs,' which she said Combs introduced her to when she was just 22. She said the 'Bad Boy for Life' rapper — who is 17 years her senior — viewed the acts as 'voyeurism,' which is when a person gets turned on by seeing others engage in sexual behaviors.
The 'Love a Loser' singer claimed one of the longest 'Freak-Offs' lasted four days or 'maybe even more,' and she sometimes had to do them while on her period. They occurred 'weekly' on a consistent basis throughout the course of their decade-long relationship.
She also recalled how Combs would ask her to call him an incestuous nickname and spoke about the time an escort and her then-boyfriend urinated in her mouth, causing her to 'choke.'
Ventura testified that she would need additional time to recover from the 'Freak-Offs,' particularly because of the dehydration and drug use.
Her emotional testimony, which at times brought her to tears, comes more than a year after she sued Combs for rape and settled with him shortly after.
Ventura is considered a key witness in the federal government's case against the 'Last Night' rapper, in which he faces charges for sex trafficking, racketeering and transportation to engage in prostitution.
A shocking surveillance video — which was just released in full — of Combs beating his former girlfriend in a hotel in 2016 has been entered as evidence of their years-long battle with domestic abuse.