In a revealing exclusive interview, a male escort known as “Don” has spoken out about his experiences with music mogul Sean “Diddy” Combs, shedding light on the so-called “freak offs” he participated in with the rapper.
Don, who was identified during Combs’ sex trafficking trial, shared intimate details about these encounters, which he says were often brief and interrupted by Combs.
The Short Duration of “Sexual Activity”
Don claims that the sexual activities during these encounters typically lasted only 30 seconds to one minute before being interrupted by Combs, who would stop things when he felt the situation was progressing too quickly.
“Whenever sexual activity would occur, it would always be in maybe 30-seconds to one-minute increments,” Don told PEOPLE. He explained that Combs would often intervene if he thought things were moving too fast, instructing participants to “relax” and “dial it back.”
The incidents occurred over several years, beginning in 2016 when Combs allegedly hired Don for an evening with his then-girlfriend, Cassandra “Cassie” Ventura. Don recalled meeting the former couple “two or three times in total” during their interactions.
According to Don, he was hired again in 2021 and 2024 for similar encounters involving other women, including a woman who testified under the pseudonym “Jane” during the trial.
The “Hotel Nights” with Jane
Describing his time with Jane, Don revealed that their sexual interactions were structured with Combs’ direct involvement. “In the moment, we would kiss, [Combs would] be like, ‘Okay, alright. You go stand back over there… Tell him what you liked about it,’” Don explained.
He noted that while Jane and Combs would engage in sexual acts, he was instructed to stay on the sidelines, with the encounters frequently being interrupted for breaks and discussion.
Don described the sexual activity as brief, stating that he couldn’t imagine the experiences being satisfying due to their short duration.
The dynamic between Combs, Jane, and the escorts often involved Combs interjecting during intimate moments to slow things down. Don recalls Combs saying, “Wait, wait, wait. No, you guys relax,” whenever Jane seemed to be rushing into something sexual.
“He would always break it up,” Don said, adding that Combs would sometimes joke about the situation getting too “losing the moment.”
Coercion Allegations and Trial Outcome
Both Jane and Cassie have accused Combs of coercing them into having sex with multiple male escorts during their relationships. These allegations were central to the sex trafficking charges against Combs, though he was acquitted of these charges.
Don recalled that Jane was the first escort she had sex with during her three-year relationship with Combs, according to her testimony.
Don, who was part of several such encounters, explained that sexual contact during the nights was limited to brief periods, often no more than 10 to 12 minutes over an entire night, which could last eight or nine hours.
Combs’ Behavior with Cassie
Don also recalled similar behavior during his encounters with Cassie. He claimed that Combs would sometimes “joke too much” during the encounters and tell him and Cassie, “Hey, y’all are losing the moment.”
Don said that, as with Jane, the encounters with Cassie involved brief periods of sexual contact, often interrupted by Combs, who would tell the participants to take a break before continuing.
The details shared by Don provide insight into the dynamics of Combs’ personal life during these encounters, shedding light on how he allegedly structured and controlled these experiences.
While the legal outcome resulted in Combs’ acquittal on sex trafficking charges, these revelations offer a glimpse into the nature of his relationships with the women involved.
