Sean “Diddy” Combs’ former partner testifies she resents how he initiated her into marathon “cuckold” sex sessions.

In Manhattan federal court on Monday, May 12, 2025, Sean “Diddy” Combs (left) stands as his defense attorney, Teny Geragos, presents her opening remarks to the jury. (Elizabeth Williams via AP)

BY  NEWS BLEND 360

Updated 5:50 PM EDT, June 10, 2025

NEW YORK (NB360) — During cross-examination, Sean “Diddy” Combs’ ex-girlfriend testified on Tuesday that she participated in sexual activities with male sex workers at the music mogul’s behest because it made her feel loved by him. However, she now regrets what she later recognized as the “cuckold” lifestyle.

The woman testified at Combs’ sex-trafficking trial using the pseudonym “Jane” to protect her identity. The previous day, she disclosed that their three-year relationship ended when the Bad Boy Records founder was arrested in September at a New York hotel, where she had planned to meet him.

Combs, 55, has pleaded not guilty to charges of sex trafficking and racketeering conspiracy, which could result in a sentence of 15 years to life in prison. He has been detained without bail.

Sean “Diddy” Combs attends the Los Angeles premiere of “The Four: Battle for Stardom” at CBS Radford Studio Center on May 30, 2018. (Photo: Willy Sanjuan/Invision/AP, File)

Prosecutors claim that Combs employed violence, threats, and a network of employees and associates to dominate and mistreat women for twenty years. His attorneys have informed the jury in Manhattan's federal court that, despite instances of domestic violence in his relationships, all sexual activities were consensual.

Earlier in the trial, R&B singer Casandra “Cassie” Ventura testified over four days that Combs physically abused her and that she engaged in numerous “freak-off” sexual performances during their nearly 11-year relationship, which concluded in 2018.

The Associated Press does not disclose the names of alleged sexual abuse victims without their consent unless they have made their identities public, as Cassie has done.

Attorney Teny Geragos, representing Combs, questioned Jane on Tuesday, leading her to discuss the drug-fueled sexual marathons orchestrated by Combs — which Jane stated sometimes occurred weekly — by reminding her of regrets she mentioned in earlier testimony.

“I resent him for leading me into the lifestyle he led me to,” Jane said. “I resented the way he went about introducing me to this lifestyle.”

She stated she agreed to these “hotel nights” while “under a lot of emotional pressure” — and was already emotionally attached and eager to maintain her relationship with Combs.

Jane testified that she participated in the encounters, sometimes reluctantly, because they pleased Combs and she enjoyed spending time alone with him afterward.

Jane testified she began therapy about three months ago. She had previously met with Combs’ defense team lawyers but ended those meetings in April, just days before the trial began.

Sean “Diddy” Combs watches as his attorney, Nicole Westmoreland, cross‑examines Dawn Richard during Combs’ sex‑trafficking and racketeering trial in Manhattan federal court on Monday, May 19, 2025, in New York. (Elizabeth Williams via AP)

She mentioned her difficulty in understanding why she continued participating in “hotel nights” despite her sole desire to have sex with Combs. However, as she progresses with therapy, the reasons are becoming clearer.

Initially, Jane believed it was “something very special” to have these secret sexual encounters with Combs. She expressed that she didn’t want to judge him and “really wanted to just go along with these things because if I can be my partner’s escape, then I would be.”

Jane said she researched sexual variations in 2022 and discovered the terms “cuck” and “cuckold,” which seemed to describe the lifestyle she was experiencing. She explained that a man known as a “cuck” derives pleasure from seeing “his woman receive pleasure” from another man.

“He likes to use the words ‘voyeurism’ and ‘escapism,’” Jane noted. She added: “I would use the word cuck for him more so.”

Geragos reminded Jane that she had testified last week that she currently loves Combs.

“I do,” she replied.

Geragos had Jane read aloud some of the many sexually explicit messages where she expressed the types of activities she wanted to engage in during “hotel nights” with Combs and male sex workers, attempting to portray Jane as a willing and eager participant in frequent sex events.

In earlier testimony, Jane provided recent examples of Combs acting violently toward a woman while seeking to fulfill his sexual desires. Cassie sued Combs in November 2023, alleging sexual abuse. The lawsuit was settled within hours for $20 million, but it initiated the criminal investigation into Combs.