Secrets of Justin Bieber's VERY Close Friendship With 'Sex Monster' Diddy: From Teen 'Mentorship' to Mystery 48-Hour Party — and Now Mental Health Fears for Shockingly Skinny Singer
Justin Bieber attracted attention after his relationship with Sean 'Diddy' Combs came under scrutiny following the embattled rapper's recent arrest.
Oct. 15 2024, Published 9:00 p.m. ET
Justin Bieber Met Sean 'Diddy' Combs When He Launched His Career
Diddy took Bieber under his wing while Canadian was still a teen.
Justin Bieber released his debut extended play album, My World, in 2009, which helped launch his career.
In the beginning, the Baby hitmaker constantly declared Sean "Diddy" Combs as one of his inspirations and biggest influences.
Following his debut, he asked the Bad Boy Records founder for a collaboration. Though Bieber's wish did not happen, his position in the industry pushed him closer to Combs and bonded with him through Usher.
Justin Bieber Spent 48 Hours With Sean 'Diddy' Combs
In the video, Combs said 'what we're doing we can't really disclose'.
In November 2009, Bieber released a YouTube video titled, "JUSTIN BIEBER's 48 HRS with DIDDY!!" in reference to the film 48 Hrs.
Combs said: "They're having the times of their lives. Where we hanging out and what we're doing we can't really disclose. But it's definitely a 15-year-old's dream."
In the video, the pair hung out at Combs' mansion. When the record executive asked the young singer what he wanted to do, the That Should Be Me singer said they should "just go get some girls".
Bieber uploaded the video days before the release of his debut album.
Sean 'Diddy' Combs Asked Justin Bieber Why He Was 'Acting Different'
Another video resurfaced in which Combs pressed Bieber on why they no longer hung out.
The "I'll Be Missing You" rapper uploaded a video in December 2010, showing himself teaching Bieber how to "swag walk" while seemingly having awkward exchanges in a recording studio.
Combs asked: "What's up man, you good?
"Selling out arenas and everything? Starting to act different, huh? You haven't been calling me and hanging out the way we used to hang out."
Bieber, on the other hand, mumbled: "Well I mean, you haven't... you tried to get in contact with me through all my, you know, my partners and whatnot, but you never really got my number. So, you want my number? I'm gonna tell you my number."
Sean 'Diddy' Combs Celebrated Justin Bieber's Birthday in 2015 and 2016
Combs bought Bieber 'his first shot ever' to celebrate his 21st birthday.
To mark Bieber's 21st birthday in 2015, Combs gave him "his first shot ever."
The following year, the Finna Get Loose rapper gifted Bieber a Bad Boy Entertainment jacket for his 22nd birthday.
Justin Bieber Dropped a Cryptic Message While Speaking About Billie Eilish
Bieber tearfully vowed to protect rising star Billie Eilish from the music industry.
Speaking with Zane Lowe, Bieber sparked concerns when he talked about his desire to protect Billie Eilish, who was only 18 at the time, from the music industry.
In the 2020 interview, he said: "It was hard for me being that young and being in the industry and not knowing where to turn, and everyone telling me they loved me, and turn their back on you in a second.
"I just want to protect her.
"I don't want her to go through anything I went through. I don’t wish that upon anybody."
Justin Bieber and Sean 'Diddy' Combs Appeared Together in a 2021 Video
A 2021 video sparked speculations as Combs appeared to check Bieber for a wire.
A viral 2021 video sparked speculations Combs "checked" for a wire when he and Bieber embrace during a reunion. The Last Night rapper was caught asking the 30-year-old something before patting his chest down, leaving the pop star looking uncomfortable.
X users immediately responded to the resurfaced clip, saying the moment was "creepy."
One said: "Just a touchy feely type ninja he is always has been."
A second wrote: "How is he not in jail yet?"
Justin Bieber and Sean 'Diddy' Combs Worked Together on a New Album
Bieber and Combs collaborated on 'The Love Album: Off The Grid'.
In 2023, Combs dropped his The Love Album: Off The Grid, which featured the Canadian singer who "has become one of the biggest superstars in the world".
The One Time singer also gushed about the collaboration on his Instagram Story.
Justin Bieber Kept Mum About His Relationship With Sean 'Diddy' Combs
A source claimed Bieber had no plans to address his relationship with the embattled music mogul.
In April, a source claimed Bieber had no plans to break his silence about the resurfaced footage of himself with Combs amid the embattled record producer's legal woes.
The insider told In Touch: "Justin doesn't really want to talk publicly about his relationship with Diddy, but he may have to.
"I'm not sure if Diddy did anything that Justin now thinks crossed the line, but if he does, he's not saying. If Justin has to address his past interactions with Diddy, he will."
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Justin Bieber Reportedly Regretted His Ties With Sean 'Diddy' Combs After the Rap Mogul's Arrest
Insiders said Bieber was 'disturbed' by the news of Combs' arrest on sex trafficking charges.
On September 16, Combs was arrested in New York on s-- trafficking charges but pleaded not guilty and was denied bail twice. According to a Daily Mail source, the STAY singer was "so disturbed" by the news.
The insider said: "So many people who helped to make him who he is were very close to Diddy and it has completely thrown him. Justin hasn't been responding on this since the home raids. He's not going to.
"He had a long break from Diddy when he believes most of this took place and he had distanced himself from him.
"He was featured on Diddy's most recent album, and had he known any of this, there is no way he would have done it."
Justin Bieber Made Public Appearances Since Sean 'Diddy' Combs' Arrest
Bieber has sparked concern for his health in recent outings since Combs' arrest.
On September 25, Justin and his wife, Hailey Bieber, were spotted leaving a Los Angeles church amid fans' growing concerns over the Beauty and a Beat singer's well-being.
The couple, who welcomed their first child in August, also had dinner at Nobu Malibu earlier that week.
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