In a groundbreaking court case, the intimate experiences of Sean “Diddy” Combs' former girlfriend under pseudonym "Jane" are laid bare, revealing pressures and troubling situations that raise questions about consent and accountability.
Pressure and Testimony: Ex-Boyfriend Reveals Disturbing Encounters with Diddy

Pressure and Testimony: Ex-Boyfriend Reveals Disturbing Encounters with Diddy
Former girlfriend details coercive 'hotel nights' while Diddy faces serious charges
In a high-profile sex trafficking trial unfolding in New York City, Jane, a former girlfriend of Sean "Diddy" Combs, described the immense pressure she felt during her relationship to engage in sexual activities with male escorts, all while Diddy watched. Testifying for the second day using a pseudonym, Jane described how, despite her discomfort, a network of Combs' employees facilitated these encounters, which she referred to as "hotel nights" or "freak-offs," leading to physical and emotional distress.
Prosecutors have leveled serious charges against Diddy, 55, including racketeering conspiracy, sex trafficking, and transportation to engage in prostitution; he has pleaded not guilty. The trial is now in its fifth week, with defense attorney Teny Geragos contending that the prosecution was mischaracterizing consensual adult interactions as criminal conduct.
Jane testified about a specific incident in 2023 when she invited a male escort from Atlanta to meet at the Trump International Hotel in New York City. She financed the escort's ticket and later made arrangements for substantial cash to be left for him. On a different occasion, she recalled being instructed by Combs' chief of staff to pick up drugs and deliver them to Combs in Miami, further indicating a troubling pattern of behavior.
The prosecution aims to establish that Diddy was leading a criminal enterprise by showcasing the nature of these "hotel nights." As Jane recounted instances wherein she felt forced to comply with Combs’ demands, she described experiences of physical pain and emotional degradation that were often ignored.
At one point during her testimony, she expressed a moment of clarity, realizing she no longer wished to continue participating in these arrangements, despite being financially supported by Diddy with a monthly allowance of $10,000. This financial dependence complicated her emotions, as their relationship also involved a so-called "love contract."
Numerous instances of physical complications followed these encounters, including infections and pelvic pain. Despite clearly feeling distressed, Jane admitted to hesitating in disclosing her discomfort to Diddy, instead attempting to maintain a façade of happiness in an effort to keep peace in their relationship.
Earlier in the proceedings, R&B singer Cassandra "Cassie" Ventura supported these claims with her own testimony about similar incidents during her decade-long relationship with Diddy. As the trial proceeds into the next week, attention remains focused on the implications of these testimonies and the broader issues of consent within powerful relationships.
For ongoing updates and detailed coverage, listen to the BBC podcast "Diddy on Trial."
Prosecutors have leveled serious charges against Diddy, 55, including racketeering conspiracy, sex trafficking, and transportation to engage in prostitution; he has pleaded not guilty. The trial is now in its fifth week, with defense attorney Teny Geragos contending that the prosecution was mischaracterizing consensual adult interactions as criminal conduct.
Jane testified about a specific incident in 2023 when she invited a male escort from Atlanta to meet at the Trump International Hotel in New York City. She financed the escort's ticket and later made arrangements for substantial cash to be left for him. On a different occasion, she recalled being instructed by Combs' chief of staff to pick up drugs and deliver them to Combs in Miami, further indicating a troubling pattern of behavior.
The prosecution aims to establish that Diddy was leading a criminal enterprise by showcasing the nature of these "hotel nights." As Jane recounted instances wherein she felt forced to comply with Combs’ demands, she described experiences of physical pain and emotional degradation that were often ignored.
At one point during her testimony, she expressed a moment of clarity, realizing she no longer wished to continue participating in these arrangements, despite being financially supported by Diddy with a monthly allowance of $10,000. This financial dependence complicated her emotions, as their relationship also involved a so-called "love contract."
Numerous instances of physical complications followed these encounters, including infections and pelvic pain. Despite clearly feeling distressed, Jane admitted to hesitating in disclosing her discomfort to Diddy, instead attempting to maintain a façade of happiness in an effort to keep peace in their relationship.
Earlier in the proceedings, R&B singer Cassandra "Cassie" Ventura supported these claims with her own testimony about similar incidents during her decade-long relationship with Diddy. As the trial proceeds into the next week, attention remains focused on the implications of these testimonies and the broader issues of consent within powerful relationships.
For ongoing updates and detailed coverage, listen to the BBC podcast "Diddy on Trial."