One of the main highlights of Sean Diddy Combs’ 18th-day trial was his former girlfriend, Jane Doe’s testimony. During her statement, she mentioned that she was forced to engage in physical encounters with men in front of Combs. They initiated their relationship in 2021.
Some of these encounters, known as freak-offs or “hotel nights,” involved substance abuse. As a result of these kinds of activities, Jane suffered various health issues. According to the BBC, one such incident went back to 2023 at the Trump International Hotel, when she brought in a male escort to NYC from Atlanta.
She paid for the escort’s fare and also left a lot of money for him. During her testimony, she claimed that she got intoxicating substances from LA to his house in Miami. It was only after reaching Miami that she realized the package she brought with her contained ecstasy.
Jane did not want to continue with the “hotel nights,” and when she told Diddy the same, he understood. However, despite her unwillingness, she continued with the same because of a “love contract” she signed in March 2023.
As per the contract, Combs would pay Jane $10,000 monthly as an allowance. She claimed he would not give her the money if she did not go on with the hotel nights.
She recalled planning a party with male escorts, which Diddy was excited about. However, when she tried to cancel due to feeling unwell and sent photos as proof, he replied with messages that she took as financial threats.
Why did Diddy ask Jane Doe to use veneers?
According to The Independent, the key highlights of the June 6, 2025, hearing included Combs greeting his mother warmly at the start of the day. Jane Doe showed a note she had written in 2023. It read:
"You know what babe its okay I just accept the fact that you were a pathological liar."
Several text messages between Jane and Combs were shown during the trial. In one instance, she learned that he spent time with another woman and confronted him about it. She texted 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.”
Meanwhile, it is reported that Diddy still pays her the monthly allowance. He wanted her to wear veneers as he didn’t like her original teeth. She once texted him about meeting together without any company, to which he replied:
“Well get over it please. Look at that roof over your head and that pretty smile. I don’t want to do anything if that’s still an issue.”
Doe testified that on her birthday in 2023, she hesitantly joined a “hotel night” and asked an escort to use protection, which upset Diddy. Although he gave her a harsh look and made a threatening remark, he still handed her a contraceptive.
She later suffered from frequent UTIs and body pain due to these encounters. The jury also heard a voice message from Diddy in which he warned her he might disappear from her life after she canceled their plans.
She said the message worried her because it showed how easily he could end their relationship.
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