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Sean ‘Diddy' Combs accused of raping woman who compared his erect penis to a ‘Tootsie Roll' in new lawsuit: report

Sean ‘Diddy' Combs accused of raping woman who compared his erect penis to a ‘Tootsie Roll' in new lawsuit: report

New York Post15-05-2025

Sean 'Diddy' Combs is accused in a new lawsuit of raping a woman with his 'Tootsie Roll'-sized penis during a violent tirade inside his Manhattan apartment more than two decades ago, according to a report.
The woman, identified as Jane Doe, claimed the Bad Boy Records founder took her to his bedroom where he locked the door, pinned her down on the bed by her neck and told her, 'I'm going to suck the life out of you,' after a night of partying in July 2001, according to court documents obtained by TMZ.
Combs, who is currently on trial in Manhattan federal court for sex trafficking and racketeering, continued to hold the woman down by her arm as he dropped trow and pulled out his 'itty-bitty Diddy,' the filing detailed.
3 Sean 'Diddy' Combs is accused of raping a woman with his 'itty-bitty Diddy' at his Manhattan apartment, a new lawsuit revealed.
WireImage
The accuser alleged she was overpowered during the ordeal and repeatedly screamed for Combs, now 55, to stop – but he instead kept thrusting and eventually ejaculated on her body, she claimed in the documents.
The disgraced mogul then lay naked on the bed as the woman frantically cleaned herself and rushed to unlock the door, where a bodyguard, standing outside, pointed her toward the exit, according to the suit.
The woman — who said she met the star in May 2001 and hung out with him multiple times at Combs' New York City recording studio, nightclubs, and a restaurant — said his staff drove her and a friend home after the alleged assault.
She said the 'I'll Be Missing You' rapper called her several times after the shocking ordeal and invited her to his infamous white party, but she never returned his calls.
While the traumatic incident left the woman feeling vulnerable and withdrawn, she recalled feeling 'relieved' she wouldn't feel any pain during the chilling encounter when she saw the length and girth of Combs' diminutive phallus — comparing it to a 'large Tootsie Roll,' court documents showed.
3 The woman compared Combs' manhood to a 'large Tootsie Roll.'
CC BY-SA 3.0
She also claimed that she underwent psychotherapy as a result of the alleged sexual assault.
Combs' legal team did not immediately respond to The Post's request for comment.
The latest lawsuit comes as Combs' explosive federal sex-trafficking trial kicked off Tuesday, with the embattled record producer's ex-girlfriend, Cassie Ventura, recounting in painstaking detail alleged rape, coerced sex, beatings and other horrors she endured at the hands of the fallen music mogul.
3 The lawsuit comes as Combs' explosive federal sex-trafficking trial kicked off in Manhattan Tuesday.
REUTERS
Ventura, who is eight months pregnant, alleged the rapper forced her to participate in 'freak-offs' during their on-again, off-again relationship between 2007 and 2018.
The married 38-year-old mom is expected to be cross-examined by Combs' defense team on Thursday.
Combs, who is accused of trafficking women for sex during so-called 'freak-offs' and other crimes, could end up behind bars for the rest of his life if convicted.
He has pleaded not guilty to the disturbing allegations.
If you have been sexually assaulted and live in New York, you can call 1-800-942-6906 for free and confidential crisis counseling. If you live outside the state, you can dial the 24/7 National Sexual Assault hotline at 1-800-656-4673.

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Sean 'Diddy' Combs trial recap: Combs accuser 'Jane' testifies the music mogul is still paying her rent
Sean 'Diddy' Combs trial recap: Combs accuser 'Jane' testifies the music mogul is still paying her rent

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Sean 'Diddy' Combs trial recap: Combs accuser 'Jane' testifies the music mogul is still paying her rent

The trial of Sean 'Diddy' Combs continued Friday in Manhattan federal court, with 'Jane' — a pseudonym for an alleged victim and ex-girlfriend of Combs — returning to the stand in the high-profile sex trafficking case. Jane's testimony over the last two days has been strikingly similar to that of Cassie Ventura, another ex-girlfriend of Combs and one of his alleged victims. Jane said she fell 'head over heels' for Combs in the first few months of their romance, but testified that the relationship hit a turning point in 2021, when it became dominated by drug-fueled sexual encounters she called 'hotel nights,' which she said she felt obliged to participate in to appease the music mogul. Despite their breakup and Combs's arrest last September, he is still paying her rent, she disclosed on Friday. Jane's lawyer told Judge Arun Subramanian that social media users and news outlets are attempting to reveal Jane's identity. Her lawyer said these attempts threaten her safety and privacy. The judge told Jane's attorney to identify who is trying to out her, and added that if someone is found to have violated the rules, he will consider issuing 'a gag order to the media.' Federal prosecutors say that for decades, Combs abused, threatened and coerced women to participate in marathon sexual encounters called 'freak offs' and used his business empire, along with guns, kidnapping and arson, to conceal his crimes. The 55-year-old hip-hop mogul is facing five criminal counts: one count of racketeering conspiracy, two counts of sex trafficking by force, fraud or coercion and two counts of transportation to engage in prostitution. Combs has pleaded not guilty. If convicted, he could face life in prison. Here are some key takeaways from Friday's testimony culled from various reporters and news organizations in the courtroom, including CNN, NBC News, the Associated Press and the Washington Post. Jane testified that in March 2023, she and Combs entered into a two-year 'love contract' in which Combs agreed that he would pay her a $10,000 per month allowance, which she spent on rent for a new home. She confirmed during Friday's testimony that Combs is still paying her rent. 'Who's paying your rent now?' prosecutor Maurene Comey asked. 'Sean,' Jane replied. Jane testified that she repeatedly told Combs, either in person or through text messages, that she didn't want to have sex with other men. She said since Combs had financial control over her life, she felt 'obligated' to participate and wanted to make him happy. In order to get through the 'hotel nights,' Jane said she 'had to' take drugs because 'it would just make things easier,' she said, breaking down in tears. 'When I wouldn't, it would just feel too real.' In 2023, Jane said, she told Combs she wanted to stop having 'hotel nights.' She told him in a text message that she wished they could go back to their early dating days, and said she didn't 'want to feel obligated to perform these nights for you.' Jane said that in 2023 she flew to Miami to celebrate her birthday with Combs. Despite already telling him she no longer wanted to do 'hotel nights,' Combs had set one up. 'It's your birthday and let's have fun,' she said Combs told her. Jane described it as a 'gulp moment' because she wasn't expecting it, but 'just accepted it' as she didn't want Combs to be unhappy with her. Jane tearfully recalled feeling robotic about having sex with a total of three male entertainers until the early morning hours as Combs watched. Jane testified that the longest 'hotel night' lasted about three and a half days, with the shortest being 12 hours, over New Year's in 2022. She stayed awake with ecstasy and didn't sleep at all. Big picture: Jane's testimony is similar to that of Ventura, who testified that the 'freak offs' with Combs would span multiple days and that she used drugs to stay awake. Jane recalled through tearful testimony the many health issues she had following the 'hotel nights,' which included constant back pain, frequent urinary tract infections and yeast infections. She said she was forced to have these sexual encounters before she was fully recovered. Jane said if she suggested pausing the sessions on multiple occasions, Combs would become 'upset, defensive, belittling, dismissive.' Big picture: Ventura had also testified that she suffered from UTIs after enduring marathon 'freak offs' and felt forced into participating before she was fully recovered. Combs would record the 'hotel nights' on his cellphone, saying they were 'just for him,' Jane testified. She said she was used to it and was always high on drugs when he recorded. 'It was just a part of what was happening,' she said. The jury listened to audio from a video recording of one of the 'hotel nights.' In the clip, Jane asked one of the male entertainers to wear a condom, but Combs expressed his disapproval and intervened. Between May 2021 and October 2023, Jane testified, Combs typically kept cash in hotel bedroom nightstands in order to pay the male entertainers that would participate in the 'hotel nights,' which she said took place in multiple states: California, New York and Florida. Combs ran out of cash 'every so often' and he would call members of his staff to bring him more. On two occasions, Combs asked Jane to bring a package of drugs from California to Miami in her checked luggage, she testified, describing how nervous she was smuggling pills on commercial flights. Jane said she was uncomfortable with the idea, but that Combs's chief of staff Kristina Khorram told her, 'It's fine, I do it all the time.' Jane testified that she delivered the drugs to Combs and ended up using some of them with him. Big picture: Prosecutors are trying to show with Jane's testimony that what began as a romantic relationship with Combs turned into coerced sex acts and transportation of drugs across state lines. Combs is charged with racketeering conspiracy and sex trafficking. The government needs to prove that the alleged victims were forced into acts they normally wouldn't be comfortable participating in.

Recap of ‘Diddy' trial: ‘Jane' says Sean Combs threatened to cut her off financially over sexual ‘hotel nights'
Recap of ‘Diddy' trial: ‘Jane' says Sean Combs threatened to cut her off financially over sexual ‘hotel nights'

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Recap of ‘Diddy' trial: ‘Jane' says Sean Combs threatened to cut her off financially over sexual ‘hotel nights'

A woman using the pseudonym 'Jane' took the stand for a second day of salacious testimony at the end of the fourth week of Sean 'Diddy' Combs' federal criminal trial. Jane's testimony comes as the prosecution seeks to show Combs and his inner circle used violence, lies, drugs, and other means to coerce Jane and Cassie Ventura into having sex with other men as part of drug-fueled sexual performances known as 'hotel nights' or 'Freak Offs.' Combs has pleaded not guilty to charges of racketeering conspiracy, sex trafficking and transportation to engage in prostitution. His defense has acknowledged Combs was violent but has questioned the motives of those testifying and said the women consented to the sexual activity. Jane began testifying Thursday afternoon and is expected to return to the stand next week to continue her testimony and cross-examination. Here's what we learned in testimony Friday. Jane, who dated Combs from 2021 to 2024, testified that Combs falsely promised he'd spend quality time alone with her and dismissed her repeated requests to stop participating in his sexual 'hotel nights.' Jane said that Combs promised her the things she wanted, like date nights and quality time, but said he wanted to have 'hotel nights' first. She would agree, but then afterward they'd be too exhausted and 'spent the rest of our free time sleeping,' she testified. 'I need a breather and a break from you,' she wrote in a text message, read aloud in court Friday, from November 2021 after seeing Combs spend quality time with another woman shortly after Jane had a 'hotel night' with him. 'This doesn't make me feel good at all. Your true intentions with me are in plain sight.' Jane testified that they had a 'hotel night' on her birthday in 2022 in which she had sex with another man at Combs' direction. Soon after, she saw on social media that Combs had a 'big grandiose birthday' for another woman he was dating, and the contrast was 'heartbreaking,' Jane said. 'I don't ever want to do another hotel night,' she texted Combs around that time. 'I didn't want to do those things with you on my birthday but I wanted to make sure we had a good time.' In 2023, Combs suggested she fly to New York to visit him, but she was hesitant because she figured he'd want to have a 'hotel night' while she was there, she testified. He promised her they would have a romantic time just the two of them, so she agreed to go, she said. But when she was mid-air, Combs texted her about getting 'entertainment' for them, and she felt 'really disappointed,' she testified. Jane said they bickered 'about just how I was done with this and I didn't want to do this and like why every time I see you this is happening.' They ended up having a 'hotel night' that night, she testified. Jane also recounted two times when the man brought in for the 'hotel night' was someone she was not attracted to, and how Combs kept pushing for her to try and engage with him regardless. Regarding one of those times, in 2023, Jane testified Combs said to her, 'Are you sure? Maybe just a little bit' even though she said she knew that 'this was definitely not something that I could fake doing.' She said they eventually excused the man because she was 'repulsed by him,' and then another man came to the hotel after. Jane said she and Combs entered into a 'love contract' in 2023 in which he agreed to pay her $10,000-per-month rent as an allowance. He is still paying for her rent, even now, she testified on Friday. She also testified he threatened to cut her off financially if she stopped participating in 'hotel nights.' In text messages from August 2023 that were read aloud in court, amid a discussion about a 'hotel night,' Combs told her he put $15,000 on credit for things in her new house. When Jane then expressed hesitation about having the 'hotel night,' in part because she was having her period, Combs became angry and accused her of using him for money, according to the texts. Days later, she expressed frustrations to Combs with how he treated her, and Combs sent her an audio message threatening to stop financially supporting her. 'I'm about to really disappear on you, you feel me?' Combs said in the audio message that was played aloud in court for the jury. He said she had a 'rude awakening' coming if she didn't stop fighting him. 'You better get on your job, that's all it is,' Combs said. 'Because you got me on my job.' Jane testified that she understood her 'job' was 'taking care of him, being good to him and making sure he was happy,' which included the sexual encounters. She said his 'job' was taking care of her financially. Jane also texted Combs that he had been 'making things feel completely transactional lately' and was 'threatening me any chance that you get.' She testified that Combs was constantly reminding her that he paid for her home. Around the time when she and Combs entered into their 'love contract,' Combs also paid for Jane to get veneers 'because he didn't like my teeth,' Jane testified. At one point thereafter when Jane texted him complaining that she hadn't seen him alone outside of a hotel room for the 'hotel nights,' Combs responded, 'Well get over it please. Look at the roof over your head and that pretty smile. I don't want to do anything if that's still an issue.' In late 2023, she sent him messages saying she didn't want to play this role in his life anymore. 'I feel it's the only reason you have me around and why you pay for the house,' she wrote. 'I don't want to feel obligated to perform these nights for you.' Combs responded to the text, 'Girl stop.' The jury heard audio from a 'hotel night' in which Combs was dismissive of a request from Jane to have her male sex partner wear a condom. The audio was an excerpt from a video recording of a 'hotel night' that captured a conversation between Jane, Combs and a man named Don. On the recording, Jane said, 'you promised' to Combs, who expressed his disapproval. Jane said on the stand that she and Combs had a conversation before that 'hotel night' in which he told her it would be okay if she wanted the man she would have sex with to wear a condom. He eventually gave the 'entertainer' a condom, Jane said. She said she asked Combs to allow the 'entertainers' to wear condoms several times, but Combs was typically dismissive. Jane was asked why she needed Combs' permission to have the man wear a condom, and Jane seemed to get emotional and said she was 'still trying to process' that. She said she didn't insist on the man wearing a condom because then Combs would be 'unhappy.' At another point in her testimony, the jury saw 15 photos that weren't released to the public (none of the exhibits were shown to the public in court). Jane testified that each of the photos showed her and another man during a 'hotel night' and that Combs was present for all of the nights pictured. One female juror placed her hand over her face as the sexually explicit photos were displayed on the screens in front of them. Jane testified that when Combs would run out of drugs during a 'hotel night,' he'd call an assistant, a butler or one of his security guards to bring more. She recalled a time in 2022 when Combs directed her to pick up drugs from security personnel at his Los Angeles home and fly with them to meet him in Miami. She communicated with Combs' aide Kristina Khorram about picking up the 'package' at Combs' home. Jane said she asked Khorram if this was 'safe and okay,' and Khorram said, 'It's fine I do it all the time.' Jane flew with the drugs to Miami and later took ecstasy with Combs that she said came from the package. Jane testified that Combs gave her drugs during the 'hotel nights' that kept her awake for longer and made it easier for her to participate in the 'fantasy.' Jane cried and was emotional as she detailed one 'hotel night' in which she had sex with three other men, at Combs' insistence, on her birthday. Jane said she flew to Miami in 2023 to celebrate her birthday with Combs and he told her they'd spend quality time together. When they went to dinner, Combs brought up plans for a 'hotel night,' and she reluctantly agreed to participate. Jane said the first man who showed up that she never met before felt like a stranger and it was upsetting. 'More of an invasive moment because it was my birthday and I didn't want to do this on my birthday,' she said, crying. After the man left, Jane and Combs moved to a different suite at the hotel and Combs 'shifted his energy' and became more loving. He had arranged for cake, flowers and balloons in the suite, and they had some alone time, she said. But then another man came to the room for sex, and then a third man. 'I acted like it was nothing, but inside I hated it,' she said, adding between tears that she acted that way because she loved Combs. On the stand, Jane grew very emotional while discussing the birthday. She heaved more than once as she cried, and prosecutor Maurene Comey asked her repeatedly if she needed a break. Each time Jane said no. At another point in her testimony, a box of tissues was passed to her in the witness box by the courtroom deputy. After that birthday, Combs left her in the room and went on a private vacation with another romantic interest, Jane testified. According to messages read aloud in court, she texted him, 'Why do you lie to me?' She wrote to him that she wanted to get off the 'hamster wheel' and said, 'I didn't want to do all of that on my birthday.' Jane said she and Combs were on a break for about a month after that, but got back together.

Diddy Courtroom Sketch Artist Reveals Surprising Message Rapper's Mom Gave Her During Trial
Diddy Courtroom Sketch Artist Reveals Surprising Message Rapper's Mom Gave Her During Trial

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Diddy Courtroom Sketch Artist Reveals Surprising Message Rapper's Mom Gave Her During Trial

One of the courtroom sketch artists tasked with covering Sean 'Diddy' Combs' trial, Christine Cornell, revealed what it's like to participate in the high-profile legal proceedings. 'You want to have a really accurate drawing that really resembles them, and you want to capture a little bit of the dynamic of the courtroom,' Cornell said on the Thursday, June 5, episode of Dateline's 'True Crime Weekly' podcast. 'For the most part, I get a lot of affirmation.' Cornell, who illustrates approximately three to six drawings each day, even got a subtle stamp of approval from Diddy's mom, Janice Combs. 'Puffy Combs' mom is sitting behind me, and she tapped me on the shoulder and gave me a thumbs-up,' Cornell told podcast host Andrea Canning. 'She likes the way I'm drawing her son. I said, 'Well, ma'am, do you mind if I draw you?' She, right away, started posing for me.' Diddy, Sporting Gray Hair, Faces Judge in Courtroom Sketches From Federal Sex Trafficking Trial Diddy, 55, is currently on trial for charges pertaining to sex trafficking, transportation to engage in prostitution and racketeering conspiracy. He has pleaded not guilty to all charges and denied every allegation against him. 'I was looking at Puffy on the first day [through] my binoculars,' Cornell recalled on Thursday. 'I [use them] because I want to see as much as I can see. So, I had my binoculars on him and I see him looking straight at me. It sort of feels like a social faux pas. I put them down comically quickly, and he [started waving at me].' While drawing Diddy, his mother and the lengthy list of witnesses called — including Cassie, Kid Cudi and the rapper's past employees — Cornell has made sure to paint an accurate image of what it's really like inside the courtroom. 'You can't help but feel there was a tension between P. Diddy and Cassie,' she recalled of the disgraced music mogul and his ex-girlfriend, who took the stand for four days in May. 'I could see it on her 'cause she held her own, but she wept a little, and Diddy, of course, is fighting for his life. So, he's in warrior mode.' According to Cornell, Diddy had also been through physical changes while behind bars. Why Isn't the Diddy Trial Being Broadcast or Livestreamed? Why Some Court Cases Are Private 'I think he's been working out a ton. He's got a very broad back [and] he looks solid,' she speculated. 'Then, of course, everyone's fascinated that he can't get hair dye in jail. He's salt-and-pepper on the sides, a little whiter on top and his little, tiny goatee is very white.' If you or someone you know has been sexually assaulted, contact the National Sexual Assault Hotline at 1-800-656-HOPE (4673). If you or someone you know are experiencing domestic violence, please call the National Domestic Violence Hotline at 1-800-799-7233 for confidential support. If you or someone you know is a human trafficking victim, contact the National Human Trafficking Hotline at 1-888-373-7888.

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