Diddy ordered me to have sex to ‘prove loyalty to my king’ at notorious Freak Off party, claims ex-assistant
Diddy ordered me to have sex to ‘prove loyalty to my king’ at notorious Freak Off party, claims ex-assistant
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SEAN 'Diddy' Combs' ex-assistant has revealed the rap mogul once allegedly ordered him to have sex with a girl to prove his loyalty to his "king". Phillip Pines fought back tears in a shocking documentary around Combs as he claimed to remember being pressured by his boss at a notorious "Freak Off" party.
Pines has accused the disgraced hip-hop icon of sexual battery, sexual harassment and other claims in a lawsuit. Combs, who is currently in jail awaiting trial on sex trafficking and racketeering charges, denies all of the allegations against him. Pines spoke out against Combs in a gut wrenching documentary titled "The Fall of Diddy".
![[Phillip Pines recalled his alleged harrowing experiences with Combs in a shocking documentary]](https://www.the-sun.com/wp-content/uploads/sites/6/2025/01/94611141-14334961-image-m-39_1738096688350.avif?strip=all&w=634)
He claimed the 55-year-old US rapper once invited him to a lavish party and handed him several alcoholic shots throughout the night. After a number of drinks, Pines then alleged Combs started to act in a chilling manner and ordered him to prove his loyalty.
![[Courtroom sketch of three men on trial.]](https://www.the-sun.com/wp-content/uploads/sites/6/2025/01/image_9f3da4.jpeg?strip=all&w=960)
Combs massaged his shoulders in a way Pines recalls being like a "coach would give a player" before a match. Diddy then allegedly gave Pines a condom and told him to have sex with a woman sitting at a couch at the party, the ex-assistant claimed. Pines also accused Combs of giving him a chilling warning moments before pushing him towards the woman.
![[Sean Combs at an event.]](https://www.the-sun.com/wp-content/uploads/sites/6/2025/01/image_ef937e.jpeg?strip=all&w=960)
He said: "I remember hearing the words 'prove your loyalty to me, (your) king'.". An emotional Pines told Investigation Discovery he reluctantly "performed" for Combs due to the rapper seeing loyalty as a key trait for his friends and colleagues. He was also worried about the consequences of saying no to his boss after claiming to have seen Combs becoming "angry" at others who upset him, Pines said in the doc.
![[P Diddy in a king costume holding a glass of champagne.]](https://www.the-sun.com/wp-content/uploads/sites/6/2025/01/image_6fc758.jpeg?strip=all&w=642)
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