Diddy’s Festive ‘Freak-Off’ Plot Unveiled in Court

Nothing says “holiday spirit” quite like negotiating a “freak-off” via text message in front of a federal jury. The courtroom got a surprise gift on Monday when prosecutors rolled out a batch of Diddy’s January 2013 messages to ex-girlfriend Cassie—and yes, they involve more hotel room logistics than your typical fruitcake recipe.
The trial, which centers on allegations that Diddy “sexually exploited” women, took a detour into seasonal smut thanks to these revelatory texts. Prosecutors zeroed in on a message where Diddy, true to his “One Love” vision, asked Cassie if she wanted to “celebrate Christmas and have a freak-off tonight or Friday?”—an invite that sounds more like an over-the-top game show challenge than a festive holiday plan.
In the initial exchange, Diddy wasted no time with pleasantries. He popped open the chat with “You horny,” to which Cassie replied with a breezy “Lol yeah.” Subtle courtship, indeed. The judge must have wondered if mistletoe was involved or if reindeer antlers were on sale.
Prosecutors then unveiled a string of texts between Cassie, alleged male escorts, and the operator of a purported escort service. Cassie meticulously scheduled staggered arrivals at a hotel—a logistical feat that would impress even the most seasoned event planner. Because nothing screams “romantic getaway” like coordinating multiple entrée times in a hospitality suite.
Adding to the Yuletide cheer, Diddy followed up with another text teasing “other Christmas presents” he had in store. One can only imagine those gifts didn’t include knitted socks or peppermint tea. Witnesses described the so-called freak-off as “sex marathons in hotels with a hired male escort,” which sounds like something that would make Santa reconsider a rooftop landing.
This isn’t just TMZ spilling tabloid tea; corroboration comes courtesy of public court filings and testimony from multiple witnesses, as reported by People and Rolling Stone. Both outlets paint a picture of an elaborate adult playground rather than a cozy holiday celebration.
Federal prosecutors argue these messages underscore a pattern of exploitation among VIPs who treat human beings like luxury accessories. Diddy’s defense is expected to counter that these texts were private, consensual banter—and surely a one-off holiday oddity.
The trial continues, and if you thought Santa’s naughty list was exhaustive, wait until you hear what prosecutors have queued up next. Let’s pretend we learned something today, and stay tuned for more courtroom surprises that make you question everyone’s holiday card messages.
Sources: Celebrity Storm and TMZ, People Magazine, Rolling Stone
Attribution: Creative Commons Licensed