'We could find some women to have sex with.
uncertain
We → find → sex
That was Sean 'Diddy' Combs' idea of the perfect 'straight guy date' with Russell Brand, according to a resurfaced 2009 video filmed on a private jet bound for Las Vegas.
uncertain
That → accord → Vegas
'That is our conclusion,' agreed Brand, whom Combs had just introduced as his 'new best friend.
asserted
Combs → agree → friend
'
Seventeen years later, both men are behind bars: Brand, 51, jailed on Monday for rape and sexual assault, and Combs, 57, serving 50 months for prostitution-related offenses.
asserted
Combs → jail → offenses
While Brand, who once attended Combs' infamous White Party, has since distanced himself in recent years, it's been reported that the rapper is 'planning to make contact.'
Now, one insider has revealed to the Daily Mail the real state of their apparent bromance, saying that Diddy 'has sympathy for Russell,' but reaching out is 'not top of the list.
asserted
reaching → attend → list
Sean 'Diddy' Combs is reportedly 'planning to make contact' with his old pal Russell Brand who was jailed for rape this week (Brand and Combs pictured in 2009.
uncertain
who → plan → 2009
The source added that Diddy 'obviously hasn't seen or talked to Russell in some time,' and that while he 'would like to reach out in the future to show support,' there are no guarantees.
asserted
he → add → support
'Who knows what life will be like for both of them when Sean gets out of prison,' they said.
asserted
they → know → prison
Brand was convicted at Southwark Crown Court last week of raping a 21-year-old fan in 2009 and sexually assaulting three other women between 2004 and 2009.
asserted
Brand → convict → 2004
He was cleared of two further counts of rape and one of attempted indecent assault.
asserted
He → clear → assault
He denied all the allegations, insisting his sexual encounters were consensual, and is reportedly considering an appeal.
uncertain
encounters → deny → appeal
Sentencing him to ten years and six months on Monday, Judge Joel Bennathan branded the star a 'sexual predator' whose fame had protected him.
asserted
fame → sentence → him
He is expected to serve two-thirds of the term before he is released, and will be on the sex offenders' registry for life.
asserted
he → expect → life
Meanwhile, Combs is counting down the days to release at FCI Allenwood in Pennsylvania, after a hospital stay for a head injury.
asserted
Combs → count → injury
His projected release date is now February 6, 2028.
asserted
date → project → ?
For Diddy, the insider said, the situation 'is almost like a death of a friend, that you had good times with and knew him in a different world.'
And what a different world it was.
asserted
it → say → world
The pair's bromance dates back to at least 2009, the year before they starred together in Get Him to the Greek (pictured at the 2010 premiere of Get Him To The Greek in LA)
The private jet trip came the year before they starred together in the 2010 film Get Him to the Greek, in which Brand played hellraising rocker Aldous Snow and Combs the unhinged record executive Sergio Roma.
asserted
Brand → date → executive
The pair were flying to Vegas for the 2009 fight between Ricky Hatton and Manny Pacquiao at the MGM Grand, and the footage was later posted to Brand's YouTube channel.
asserted
footage → fly → channel
Arm slung around Brand, Combs introduces the actor and comedian as 'Rusty Rocket,' a play on the comedian's long-standing nickname, before adding: 'Also known as Russell Brand.
asserted
Combs → sling → Brand
We go way back.
asserted
We → go → ?
'
Brand told a slightly different story while promoting the comedy in May 2010.
uncertain
Brand → tell → May
'Diddy, he's new to me,' he told BlackTree TV.
asserted
he → tell → TV
'He looked after me.
asserted
He → look → me
He took me on an enforced holiday to Vegas.
asserted
He → take → Vegas
'
Branding Diddy 'a very intense man,' Brand said his co-star was so 'influential' that if he wanted you to do something, 'It's really hard not to do that thing.'
asserted
It → brand → thing
'Imagine if you get very friendly with him, he might ask you for loads of favors and then you can't say no, that's my worry,' he admitted.
uncertain
he → imagine → favors
Then came the cheeky caveat: 'I don't want to be nobody's b****.
asserted
I → come → ?
I've worked too hard in life - not even Diddy's b****.'
asserted
I → work → *
The jokes stopped in November 2023, when Combs' ex Cassie Ventura filed a bombshell lawsuit accusing him of years of abuse, including rape.
asserted
ex → stop → rape
Combs denied the claims, and the suit was settled a day later, but a wave of further lawsuits followed.
In May 2024, CNN aired footage of Combs attacking Cassie in a Los Angeles hotel hallway in 2016, and he was arrested that September.
uncertain
he → deny → 2016
In July 2025, a jury acquitted him of racketeering conspiracy and sex trafficking but convicted him on two counts of transportation to engage in prostitution.
asserted
jury → acquit → prostitution
Combs denies all allegations of sexual misconduct.
asserted
Combs → deny → misconduct
Brand, meanwhile, began publicly revisiting his Diddy days.
asserted
Brand → begin → days
In a December 2024 TikTok, he admitted he 'did go to a Diddy white party once,' but insisted he spent most of it talking to fellow comedian Tom Green and left around '6 or 7 o'clock' because he was married.
asserted
he → admit → o'clock
'[I'm] pretty glad I did actually, because it turns out that stuff went on at those Diddy parties that I was not qualified to handle as a person that is craving a deep and profound connection to God,' he said.
asserted
he → do → God
The two pictured in 2009 at a White Party
As for Diddy's inner circle, a second source told us: 'They want the Diddy brand to stay as far away from Russell's as possible' (pictured in March 2009)
asserted
brand → picture → March
In April 2025, he turned to an old joke, recalling how the couple had met a teenage Justin Bieber at the Grammys.
asserted
couple → turn → Grammys
'We had this ongoing joke about keeping this kid and all his subsidiary rights,' he said in a video shared to X.
Bieber's representatives have previously denied any such suggestion, stating: 'Justin is not among Sean Combs' victims.
asserted
Justin → have → victims
'
And just last November, Brand lumped Diddy's soirees in with Jeffrey Epstein's island.
asserted
Brand → lump → island
'Powerful people are compromised through sexual temptation that's been used to blackmail them, isn't it?
asserted
it → compromise → them
…and 9 more, not listed.