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Diddy's former girlfriend alleges what happened during 'freak offs' and reveals disturbing 'contract' she had with him

Home> Celebrity> News

Published 16:26 8 Jun 2025 GMT+1

Diddy's former girlfriend alleges what happened during 'freak offs' and reveals disturbing 'contract' she had with him

The woman testified in the rapper's ongoing trial using the pseudonym 'Jane'

Niamh Shackleton

Niamh Shackleton

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Featured Image Credit: Scott Dudelson/Getty

Topics: Diddy, Sex and Relationships, News, Court, Celebrity, Music, Sex Trafficking

Niamh Shackleton
Niamh Shackleton

Niamh Shackleton is an experienced journalist for UNILAD, specialising in topics including mental health and showbiz, as well as anything Henry Cavill and cat related. She has previously worked for OK! Magazine, Caters and Kennedy.

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An ex-girlfriend of Sean 'Diddy' Combs sobbed while giving her distressing testimony this week.

On Friday (June 6), the woman testified using the pseudonym 'Jane' for a second day in the hip-hop mogul’s sex trafficking trial.

Combs, 55, has pleaded not guilty to running his business empire as a racketeering enterprise that enabled and concealed the abuse of women over two decades. If convicted, he faces a sentence of 15 years to life imprisonment.

Jane recalled their alleged drug-fuelled sex marathons, and claimed that the rapper ignored her when she signalled that she wanted to stop and scolded her for crying after one of the encounters.

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Apparently, she gave Combs 'subtle cues' about wanting to stop engaging in sex acts with male sex workers while he watched, including telling him she was tired or hungry or making gestures and facial expressions indicating she did not want to continue.

But, she claimed, Combs would tell her to keep going and 'finish strong'.

Award-winning rapper Sean 'Diddy' Combs is on trial for racketeering conspiracy and sex trafficking (John Nacion/WireImage)
Award-winning rapper Sean 'Diddy' Combs is on trial for racketeering conspiracy and sex trafficking (John Nacion/WireImage)

Asked by a prosecutor why she did not tell him directly that she wanted to stop, Jane said 'I just, I don’t know' as she cried loudly.

Elsewhere, she testified that she had a so-called 'love contract' with the music mogul where Combs agreed to pay her a $10,000 a month allowance for two years, BBC News reports. But, should Jane try and resist the rapper's notorious 'hotel nights', he would supposedly hold the money over her head.

In one reported instance, Jane was supposed to be attending a party that Combs was 'hyped' about but she fell unwell beforehand.

In text messages shown in court, Jane showed pictures to prove she was sick but the messages she received back from Combs made her feel as if he was threatening to cut her off financially.

Diddy allegedly had a 'love contract' with his ex girlfriend (Jamie McCarthy/Getty Images)
Diddy allegedly had a 'love contract' with his ex girlfriend (Jamie McCarthy/Getty Images)

It's believed that the pair ended their relationship last year. When they were nearing the end of their romance, Combs said he wasn't aware that the hotel night encounters upset her and insisted that Jane hadn't mentioned it.

However, text threads dating back to 2021 showed that Jane said to him: "I need a breather and a break from you. This doesn't make me feel good at all, your intentions are in plain sight."

Jane said she was also physically affected by the 'hotel nights' and told the court that she frequently contracted infections and felt pelvic pain '100 percent of the time'.

If you've been affected by any of the issues in this article, you can contact The National Sexual Assault Hotline on 800.656.HOPE (4673), available 24/7. Or you can chat online via online.rainn.org.

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