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A lady who dated Sean “Diddy” Combs from January 2021 to August 2024 broke down in tears on the witness stand at his criminal trial, recounting three-day sex sessions with male escorts that the rapper reportedly arranged.
“Jane” testified under a pseudonym, claiming that Combs exerted pressure on her to participate in these “hotel nights,” which are drug-fueled sexual performances that bear a striking resemblance to the “freak-offs” that Casandra “Cassie” Ventura described.
Jane recounted a single “hotel night” that lasted for 18 hours and consisted of three sessions of sexual intercourse with a single escort. Combs purportedly departed the hotel immediately following the incident. Jane reported that she was “so high” from the ecstasy that Combs administered to her and that she felt “lonely.
“Jane stated that “hotel nights” became a weekly occurrence during certain periods of her relationship with Combs. Jane recalls that the longest “hotel night” she experienced exceeded three days without slumber.
She stated that the briefest of these encounters lasted 12 hours, and a typical “hotel night” lasted 24 to 30 hours. Jane stated that she informed Combs on numerous occasions that she did not wish to engage in sexual activity with other men and that he was “dismissive” of her concerns.
The court played an audio recording from a hotel room where Jane asked an escort to wear a prophylactic. The recording shows Combs dismissing Jane’s request. Jane testified that on another occasion, Combs, as an escort prepared to engage in sexual intercourse with her, looked at her and said, “You better not ask for a fucking condom.
” Jane provided testimony regarding a “hotel night” that transpired on her birthday. Jane experienced a “gulp moment” when Combs mentioned that there would be “entertainment” after dinner while she was dining at Nobu, where she was enjoying a wonderful deal of one-on-one time. After the supper, they proceeded to a hotel, where Combs presented Jane with a necklace in honor of her birthday.
Subsequently, an unfamiliar individual entered the hotel suite. “I simply accepted it,” Jane stated regarding the “hotel nights.” She developed muscle memory regarding the sexual routine. Jane stated, “I have done so many of these that I have developed the ability to tune out.”
“I simply relegate my thoughts to the background and focus on the thoughts of another individual.” Jane described the individual as someone who is capable of performing. Jane characterized the alleged encounter as “invasive” through her heavy cries. “I did not wish to perform this activity on my birthday,” she stated. After the escort concluded, Combs and Jane relocated to a different hotel suite.

Combs was “kind” and presented Jane with an additional gift, in addition to flowers, cake, and balloons. She recalled that an additional escort abruptly entered, and they engaged in “hours and hours” of sexual intercourse. Jane stated, “It was morning by the time he departed.
” She testified that Combs immediately introduced a third escort. Jane testified that she once conducted a “hotel night” without consuming any narcotics. She proceeded to the restroom and vomited after engaging in sexual intercourse with two male escorts.
She recalled Combs telling her, “You will feel better now that you have thrown up,” as a third escort entered the hotel room. Let us proceed.” In a text message from September 2023 that was read in court, Jane informed Combs, “I no longer wish to fulfill this role in your life…” It is dark, sleazy, and causes me to feel repulsive.
On Thursday afternoon, Jane initiated her testimony by informing the jury that she encountered Combs during a girls’ vacation to Miami in 2020. Combs was romantically engaged with one of Jane’s friends at the time, and he extended an invitation to them to visit his house and go on a boat. She referred to him as “Ernie,” and he called her “Bert,” using nicknames that were inspired by the characters of “Sesame Street.
“Jane and Combs initiated a romantic relationship in January 2021, and Jane described him as “passionate,” “larger than life,” and “super charming.” She informed him that she had been in a relationship with one of his acquaintances in the past and had a child with an individual whom Combs detested.
Combs allegedly administered the drug ecstasy to Jane on ten separate occasions over the course of nine days during a vacation to the Turks and Caicos Islands that took place a month later. During the subsequent months, they engaged in extensive sexual activity and met every other week.
She stated that Combs frequently provided her with financial payments, occasionally exceeding $10,000, as a sign of affection. Things began to alter in May 2021 when Combs began to disclose his sexual fantasies to Jane. They were up for 24 hours straight on ecstasy and MDMA early one morning, and they were having sex for nearly 15 hours while viewing pornography.
Jane stated, “He was genuinely interested in hearing me fantasize or discuss other men.” She recalled Combs stating, “I can transform this fantasy into a reality,” and, within a few hours, he conducted her to a hotel room that was being prepared by his assistants. Combs employed a male escort named Don to accompany her to the hotel, where she was required to don lingerie and “big stripper heels,” as she referred to them.
Combs instructed Jane to pour baby oil on Don and then perform oral intercourse on him while she was high on drugs. Jane described the experience. The situation rapidly intensified, and Jane was soon engaging in sexual intercourse with Don while undressing. She engaged in sexual intercourse with Combs subsequent to his ejaculation.\

Jane expressed that this experience was “exhilarating” due to its “taboo” nature. “I enjoyed spending time with my partner,” she stated. However, Jane expressed that the events of that night had opened a new chapter in our relationship. “I was unable to close the door.” Jane stated that her time spent with Combs amounted to 90% of her time, as she began to engage in sexual activity with other males.
These “hotel nights” may entail multiple rounds of sexual intercourse with male escorts and Combs, and they may last for up to 30 hours without sleep. According to Jane, she informed Combs of her disinclination to engage in sexual intercourse with other men on numerous occasions, both verbally and in writing. However, Combs purportedly dismissed this concern.
Combs provided Jane with $10,000 in rent when she relocated from the East Coast to Los Angeles in 2021. She testified that Combs implied that they could break up and he would cease paying her rent if she expressed hesitancy about his sexual preferences. Consequently, she stated that she felt “compelled” to “perform” for him. Jane informed Combs in the September 2023 text that she believed the “hotel nights” were the sole cause for her presence and the payment of the house.
Earlier in the trial, Ventura, Combs’ longtime ex-girlfriend, claimed that over the course of 11 years, Combs used violence and threats of extortion to coerce her into “freak-offs,” drug-fueled sex parties with male escorts that lasted days at a time. Combs has entered a plea of not guilty to the allegations of racketeering and sex trafficking. If convicted, he may be sentenced to life imprisonment.
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