Diddy's support squad: Rapper's mother, 3 teenage daughters and a friend he fathered a love child with sat in court to hear gruesome evidence of 'vile sex act' and testimony from male escort

Daily Mail​

13-05-2025

As the trial of Sean ' Diddy ' Combs got underway at the New York Federal Court on Monday, his mother and three teenage daughters were among the attendees who listened to a graphic account from a male escort of having sex with the rap superstar's then-girlfriend.
Also in attendance to hear Daniel Phillips, 41, allege how Combs paid him up to $6,000 each time to take part in orchestrated sexual relations with R&B singer Casandra 'Cassie' Ventura, was Sarah Chapman - a close friend Diddy had a baby with in 2006, while his late partner Kim Porter was pregnant with twins.
Diddy would often direct their encounters, forcing them to engage in awkward 'role play' before giving Mr Phillip specific instructions on when and where to orgasm, the male escort alleged.
He said Combs routinely instructed him to massage baby oil all over Cassie and have sex with her while the rapper performed a sex act on a chair in the corner. On one occasion, Combs allegedly instructed Mr Phillip to orgasm inside Cassie, with Mr Phillip mentioning that the pair rarely used condoms.
The testimony was also heard by all of Combs' three sons who were in court to support their father. Indeed, the only one of his children not in attendance was, of course, Love who is just two years old, although her mother Dana Tran made a surprise appearance.
The rapper is accused of abusing, threatening, and coercing women for years, including at 'freak off' orgy afterparties to his famed celebrity-filled events. If convicted, he could face life in prison on five federal charges: racketeering conspiracy, two counts of sex trafficking and two counts of transporting individuals for prostitution.
Diddy pleaded not guilty to the five-count indictment and the prosecution's case revolves around four key alleged victims of Diddy's crimes, one of them being Cassie Ventura.
The trial is expected to last two months and he had a firm group of supporters who showed up in solidarity with him, including many of his family members.
His mother Janice led the group arriving at the courthouse followed closely by his six eldest children, while one of his friends also attended wearing a 'Free Puff' sweater.
Janice Smalls Combs
Diddy's mother Janice has long been leading the group of his supporters and recently issued a passionate statement in support of her son.
Janice was spotted arriving at the courthouse on Monday as the first day of testimony got underway as she continued to stand in solidarity with the musician.
Diddy appeared touched by his mother's attendance as he blew her a kiss and made a heart with his hands as she led his family into the courtroom. His father Melvin Earl Combs passed away in 1972.
Before the trial started, Janice issued a statement in her son's defense amid his sex trafficking indictment and more than 100 sexual misconduct allegations against him.
'I come to you today as a mother that is devastated and profoundly saddened by the allegations made against my son, Sean Combs,' Janice told Dailymail.com in a statement through her lawyer Natlie G. Figgers in October.
'It is heartbreaking to see my son judged not for the truth, but for a narrative created out of lies.
'To bear witness what seems to be like a public lynching of my son before he has had the opportunity to prove his innocence is a pain too unbearable to put into words.'
Janice conceded that Diddy had not told the truth about being violent with Cassie Ventura, as captured in a March 2016 surveillance clip filmed at a Los Angeles hotel that publicly surfaced earlier this year.
She said that by rapidly settling Cassie's lawsuit suit late last year - a day after she filed it - Diddy opened himself up to litigation from others to go after him for financial gains.
Diddy's children
Diddy's children - sons Justin, 31, and Christian 'King' Combs, 27, and Quincy Brown, 33, and daughter Chance Combs, 19, and twins D'Lila and Jessie, 18 - all attended the courthouse.
Justin, 31, showed up with his mother Misa Hylton, while Chance's mother Sarah Chapman was also spotted making an appearance at court.
However, Misa previously spoke out in support of Diddy's ex Cassie Ventura, saying the video of Diddy physically assaulting her 'triggered her own trauma', stating that the rapper 'needs help'.
Inside the courtroom, Diddy's spirits appeared to lift when his son, Christian 'King' Combs, pumped up his fist in his direction.
One of his 18-year-old twin daughters made a heart gesture with her hands upon seeing Diddy, which he then repeated back to her.
A court sketch artist also caught the moment Diddy offered a thumbs up to his family behind him.
As the prosecution and their first witness laid out the allegations, Diddy's daughters took turns in leaving the courtroom.
Diddy shares his eldest son Justin with fashion designer Misa, while he adopted Quincy at a young age. His mother, Diddy's model ex Kim Porter, died in 2018.
Diddy also shares Christian, D'Lila and Jessie with Kim, while he shares another daughter Chance with businesswoman Sarah.
He welcomed his seventh and youngest child, daughter Love Sean Combs, in October 2022 with model Dana Tran.
Sarah Chapman
Sarah Chapman and Diddy share a daughter Chance together, who was born in 2006 while the star was expecting twins with his girlfriend Kim Porter.
The pair were friends for some time but never officially dated. Over the years, they have remained amicable while co-parenting Chance.
Kim found out through a friend that Sarah was also pregnant with Diddy's baby, and later told Essence that she felt 'betrayed' that the rapper had not come clean to her himself.
'I would have preferred to find out from him because that's a man,' she said, adding that she understood that 'men do get caught up in things'.
'Most of all, we were friends. Even if I couldn't have understood it as a woman, I would have understood it as a friend,' she explained.
Diddy told her about his child with Sarah after their twins were born, but the damage was done and she found it impossible to trust him. A year later she called off her relationship with Diddy for good.
The pair remained close friends and co-parents up until Kim's death in 2018.
Sarah was seen stepping out of the courthouse on Monday, wearing a black dress and dark shades.
It is not known whether Sarah's appearance at court was a show of support for Diddy or not and she had not previously been reported to be attending.
Her daughter Chance was seen arriving separately, walking hand-in-hand with her siblings D'Lila and Jessie as she showed solidarity with the family.
Dana Tran
Dana Tran made a surprise appearance on the first day of his sex trafficking trial.
Dana, who has a two-year-old daughter with the disgraced music mogul named Love Sean, strolled into the Southern District of New York Federal Court on Monday.
Diddy — who shares seven kids with four different women — announced that he had fathered his youngest child on December 10, 2022, two months after her birth.
He has never confirmed having a relationship with Dana, and little is known about how they met.
Dana , the daughter of Vietnam War refugees, is global manager of industrial cyber and digital security at Siemens, and a part-time model.
Whether she and Diddy are still together is unclear, and she has not made any public comment on his charges.
Dana was not expected to appear at Diddy's trial to support him and made no reference to it on her social media.
It is not clear whether Dana's decision to attend was in support of Diddy or not.
Charlucci Finney
Diddy's friend, executive music producer Charlucci Finney, made quite a statement in support of the musician when he arrived at the Manhattan courthouse.
He stepped out wearing a sweater which read 'Free Puff' alongside a hat which also had the words printed across it in solidarity with Diddy.
Upon leaving the courthouse on Monday, Charlucci spoke to reporters and told how they had received 'a lot of information' during the first day of testimony.
When asked if any of the information was 'surprising', he told Fox News 'yes and no' before discussing the impact the court case has had on Diddy's family.
He said of Diddy's children having to hear the testimony about their father's sex life: 'Of course, it's a little embarrassing to hear that, you don't want to hear that about their parents, but it is what it is.'
Charlucci also attended the court during the earlier juror selection and Diddy had been seen repeatedly signaling to him throughout the process.
He turned around in the courtroom on multiple occasions and gestured towards Charlucci as he appeared to be expressing his views on potential jurors.
Charlucci has described himself as a close friend of the hip hop mogul but little more is known about their friendship.