Make Page Six a Preferred Source Sean “Diddy” Combs and Russell Brand joked about finding “women to have sex with” in a resurfaced video from August 2009.
In the clip from the latter’s YouTube channel, the “Get Him to the Greek” co-stars — who are both currently in jail — made multiple crude jokes while flying to Las Vegas on a private plane.
Combs, 57, called Brand, 51, his “new best friend” in the footage, gushing that they were “very, very, very dear friend[s]” who went “way back.”
Brand interjected, “We got a lot of history from the projects, of course. Very rough in those days.”
When Combs pulled his arm off the comedian’s shoulder, Brand said, “I liked it,” to which Combs replied, “Yeah, you liked it?”
Brand told the rapper, “I mean, I didn’t let it cross over into the area of being physically aroused or anything.”
After Combs quipped that there would be “none of that,” he explained that the pair were “going on a straight guy date” to Sin City.
Brand asked, “With a normal date … the best possible result of that date is sex. Now, with our heterosexual date, what is the best thing that could happen?”
Combs responded, “We could find some women to have sex with.”
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“That is our conclusion,” Brand said with a smile.
At the end of the video, Combs told the camera, “You’re seeing us at the beginning of the 48 hours. As you know, what happens in Vegas, stays in Vegas. But we … really plan on going to the hospital.”
The following year, Brand spoke to Blacktree TV about his “enforced holiday” with the Grammy winner.
“He looked after me,” the actor said in the May 2010 interview, calling Combs “a very intense man” who is “very influential” and difficult to say no to.
The 2009 video was posted one month before Brand started dating Katy Perry. The pair were married for 14 months before Brand filed for divorce in December 2011.
Combs, meanwhile, was in an on-and-off relationship with Cassie Ventura at the time of the Vegas trip. The duo broke up for good in 2018.
On Monday, Brand was sentenced to 10 years and six months in prison for one count of rape and three counts of sexual assault.
Prior to getting convicted, he denied all the allegations and pleaded not guilty.
The three-time dad is being held at London’s HMP Wandsworth, a prison that has been accused of inhumane treatment due to overcrowding, vermin, violent prisoners and more.
Combs, meanwhile, was convicted on two counts of transportation for prostitution last July and sentenced to 50 months behind bars.
He was recently transferred from FCI Fort Dix in New Jersey to FCI Allenwood Low in Pennsylvania after being sent to the hospital for a head injury.
Combs’ current release date is February 6, 2028.
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