Seedy Russell Brand and Diddy private jet video: As rapist comedian joins rapper behind bars, the truth about their friendship is revealed

'We could find some women to have sex with.'

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.

'That is our conclusion,' agreed Brand, whom Combs had just introduced as his 'new best 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.

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.'

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.

'Who knows what life will be like for both of them when Sean gets out of prison,' they said.

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. He was cleared of two further counts of rape and one of attempted indecent assault.

He denied all the allegations, insisting his sexual encounters were consensual, and is reportedly considering an 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.

He is expected to serve two-thirds of the term before he is released, and will be on the sex offenders' registry for life.

Meanwhile, Combs is counting down the days to release at FCI Allenwood in Pennsylvania, after a hospital stay for a head injury. His projected release date is now February 6, 2028.

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.

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.

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.

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. Very, very, very dear friend of mine. We go way back.'

Brand told a slightly different story while promoting the comedy in May 2010.

'Diddy, he's new to me,' he told BlackTree TV. 'He looked after me. He took me on an enforced holiday to 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.'

'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.

Then came the cheeky caveat: 'I don't want to be nobody's b****. I've worked too hard in life - not even Diddy's b****.'

The jokes stopped in November 2023, when Combs' ex Cassie Ventura filed a bombshell lawsuit accusing him of years of abuse, including 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.

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. Combs denies all allegations of sexual misconduct.

Brand, meanwhile, began publicly revisiting his Diddy 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.

'[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.

In April 2025, he turned to an old joke, recalling how the couple had met a teenage Justin Bieber at the 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.'

And just last November, Brand lumped Diddy's soirees in with Jeffrey Epstein's island.

'Powerful people are compromised through sexual temptation that's been used to blackmail them, isn't it? That's what Epstein Island amounts to. But then you think of that, the Diddy parties in Hollywood. You know, everyone there is sort of compromised and kept in line,' he said.

But it seems Diddy's camp may be keen to put some distance of its own between the two.

A second source told the Daily Mail: 'Diddy's sons are concerned about comparisons being made to Russell Brand because Diddy is still battling civil cases.'

Dozens of those suits are still pending, all of which he denies.

Combs' sons Quincy, 35, Justin, 32, and Christian 'King' Combs, 28, have stood loudly in their father's corner.

Christian declared 'my Pops is coming home' outside court after the verdict, and as recently as August he urged viewers of a livestream to 'Free Pops.'

So while Brand's wife Laura Gallacher, 39, is left to navigate a grim new normal with their three young children, Diddy's family, who have had two years to adjust, appear to be circling the wagons.

'They want the Diddy brand to stay as far away from Russell's as possible,' said the second source.

The Daily Mail has contacted representatives for Combs and Brand for comment.