Sean 'Diddy' Combs trial in home stretch, defense grills key witness on willingness to do 'freak-offs'
Published in News & Features
NEW YORK — With Sean “Diddy” Combs’ sex-trafficking and racketeering trial in the home stretch, the rap mogul’s lawyer on Thursday continued grilling a critical witness about her participation in sordid “freak-off” sessions, trying to frame it as consensual and transactional.
Combs’ ex “Jane,” a pseudonym, returned to Manhattan Federal Court for her fifth day of testimony, facing questions from defense attorney Teny Geragos about her willingness to engage in so-called “hotel nights” or “freak-offs.” Jane has said she never wanted to participate in the sessions but that she loved and wanted to please Combs, who could be intimidating, frequently threatening the roof over her head, and once savagely assaulting her.
In one stream of text messages displayed in court, Geragos sought to portray Jane voicing unhappiness about “hotel nights” as being based on jealousy, not because she felt coerced. The texts showed Jane texting Combs when she found out he’d taken another woman on vacation after Jane had engaged in a particularly grueling, three-day “freak-off” event with multiple men around New Year’s in 2022.
“You completely had your way with me,” Jane wrote Combs after learning he was away with another woman. “You have me feeling so taken advantage of.”
Geragos paraphrased Combs’ response as telling Jane she was “welcome to leave” if the situation was as toxic as she felt.
“That’s what he was saying,” Jane said.
Jane is the third woman to allege Combs sexually exploited and behaved violently toward her.
Casandra “Cassie” Ventura took the stand first, saying Combs violently beat her throughout their 11-year relationship that began around 2007. She said he forced her into “hundreds” of drug-addled sexual performances with men hired from second-rate male escort services, some of which she said were marked by dehumanizing acts like Combs directing participants to urinate on her.
Jane became involved with Combs around 2 1/2 years after his split from Ventura, and last saw him in the lead-up to his September 2024 arrest. In her testimony that began last week, Jane said that, after an initial courting period, she appeared in the hip-hop tycoon’s life almost exclusively to perform in “hotel nights,” or “freak-offs.” Combs’ defense has sought to highlight him wiring Jane around $150,000 throughout their relationship, including $10,000 a month for her rent that he’s still paying, lavish gifts like designer jewelry and investments in her clothing company ventures.
Like Ventura, Jane has alleged that when she expressed anguish about engaging in the sordid performances, Combs threatened to leave her broke. She alleged he subjected her to at least one horrific beating in June 2024 after she confronted him about dating a much younger woman.
Both Jane and Ventura said they never wanted to participate in the “freak-off” sessions, which Combs recorded on video. Ventura said he threatened to release the tapes as blackmail when she tried to push back. Jane recalled having to send the domineering mogul photos of used toilet paper and tampons as evidence she was menstruating when he demanded her participation.
When she took the stand, a third accuser, who testified under the pseudonym “Mia,” said Combs had raped and sexually assaulted her when she worked for him as a live-in assistant and for his media company from 2009 through 2017. She said he was often violent toward her and that she needed permission to leave his properties.
“Diddy,” 55, has pleaded not guilty to sex trafficking, racketeering conspiracy, transporting individuals for prostitution and related offenses. The feds allege Combs’ rampant abuse and isolation of his victims was facilitated by a criminal enterprise whose members resorted to sex trafficking, kidnapping, arson, drug distribution and labor exploitation from 2004 to 2024.
Combs’ defense team has acknowledged he was violent against his romantic partners and was maybe a “jerk.” Still, his attorneys argued he never pressured anyone into nonconsensual sex parties, seeking to cast his accusers as financially greedy opportunists and jealous lovers.
Later Wednesday, Assistant U.S. Attorney Maurene Comey told Judge Arun Subramanian that the feds expect to end their case against Combs as early as next Wednesday, if not Friday. Government prosecutors have also told the judge they want one juror kicked off the panel, giving little reason as to why — apart from “a lack of candor with the court.” Combs’ team alleged the Bronx man was being singled out because he was Black. Subramanian said he’d rule by the end of the week.
If the jury finds him guilty, Combs could spend the rest of his life in prison.
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