Journalist and vlogger Perez Hilton recently reported that Diddy's ex-girlfriend, Cassie, was reportedly "enamored" by the rapper in the first year of their relationship. Hilton uploaded a YouTube video on May 14, 2025, and talking about the same, he said:
"She said she didn't feel like she could say no to him because she didn't know what "no" could be or what "no" could turn into, which she said "learned could include violence and blackmail threats.""
For context, the Sean "Diddy" Combs racketeering trial has already started, and Cassie Ventura acted as a witness. Ventura, known as "Victim 1" in the indictment, testified on Tuesday. She spent almost four and a half hours on the stand on May 13 and went back on Wednesday, May 14, to answer more questions.
During the same, she said:
"Shawn controlled a lot of my life, whether it was career, the way I dressed everything, everything. I just didn't have much say in it at the time."
Further talking about it in his YouTube video, Hilton said:
"Cassie revealed after the trip that she really fell in love with him... It felt like her first adult relationship, and she was just enamored by him in the first year."
Cassie testified on the first day in court against Diddy
Following hours of testimony in which she detailed the reported pain she endured from years of forced interactions with male escorts, Cassandra "Cassie" Ventura returned to the witness stand on Wednesday in Sean "Diddy" Combs' s*x-trafficking trial.
Prosecutors claimed that in order to protect the music mogul's reputation and to force Ventura and another woman into lengthy s*xual acts known as "Freak Offs," Combs and his inner circle utilized threats, violence, narcotics, bribes, arson, kidnapping, and falsehoods.
On Tuesday, May 13, Cassie told jurors that Diddy's excessive s*xual cravings had left her "humiliated" and that his demands had made her life into a 24-day cycle of drugged-up "Freak Off" parties.
"The Freak Offs became a job where there was no space to do anything else but to recover and just try to feel normal again."
Cassie further claimed on the first day of the trial that the rapper reportedly manipulated her life to comply with his requests and coerce her. She claimed that when she attended the Freak Offs, Diddy, who was fixated on her looks, insisted that her nails be painted white or as French tips.
At one point, he recommended breast implants. When prosecutors questioned her about the "Freak Offs," Ventura said the rapper her to look for male escorts, strippers, or dancers to have s*x with while he watched.
She claimed that Combs would reportedly give them cash payments ranging from $1,500 to $6,000, depending on how well the men performed. She further said she had to prepare physically for the Freak Offs because she had to appear a certain way.
He also reportedly recommended that Cassie have piercings done. Additionally, she had a "hood" pierced close to her clitoris at "Sean's suggestion." Mentioning the same Freak Offs, Perez Hilton said in his video:
"She doesn't remember how the term "Freak Off" came about, but she recalled that "Diddy proposed this s*xual encounter.. where he would watch me in intercourse s*xual activity with another man...""
Quoting Ventura, Hilton continued:
"The first Freak Offs happened within the first year of their relationship. Eventually, the Freak Offs occurred so often that it became a job for [her] to set them up after the first one. Though her willingness to participate changed pretty quickly over time.."
Combs has entered a not-guilty plea to five charges, which include transportation to engage in prostitution, s*x trafficking, and racketeering conspiracy. He is reported to receive a sentence of up to life in jail if found guilty.