In a revealing segment of his interview with DJ Vlad, adult entertainer Sly Diggler discussed why Diddy reportedly avoided hiring female escorts and instead preferred women he could “break” and mold.
Vlad questioned why Diddy didn’t simply hire professional porn stars comfortable with sex on camera, rather than trying to turn women like Cassie or 50 Cent’s ex into performers. Sly explained that Diddy, described as a controlling Scorpio, favored women connected to powerful men whom he could dominate and shape to his liking. This desire for control, Sly suggested, led to serious legal troubles as some women later testified against him. The conversation also touched on the impracticality of maintaining multiple sexual partners physically and emotionally, implying Diddy’s actions were driven more by power dynamics than convenience. Ultimately, Sly summed it up bluntly: Diddy felt his wealth gave him the freedom to do whatever he wanted, including attempting to “break” women — a choice that contributed to his downfall.
Sly Diggler himself opened up about his experiences working with hip-hop mogul Diddy, touching on intensive work sessions and the party-heavy atmosphere behind the scenes. Sly described marathon sessions lasting up to 16 hours with multiple rounds, accompanied by nonstop drug use—including pink cocaine, various pills, and synthetic marijuana. Despite the wild environment, Sly noted that Diddy’s partner often tried to shield him from the worst of it.
On the topic of his own sexuality, Sly shared that Diddy once confided he “wasn’t totally gay, but on the gay spectrum,” offering insight into the complexity of Diddy’s personal identity. Sly also recounted the challenges of navigating such a high-pressure, unpredictable lifestyle while maintaining professionalism and dealing with fluctuating payments based on energy and session length. The candid interview sheds light on the blurred lines of sexuality and business in elite entertainment circles.