The Diddy Diaries

The Mega Edition: Usher And His Long History With Diddy (10/20/25)


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In this edition of our Mega series, we are taking a look at three articles dealing with Usher and his relationship with Diddy.   



The relationship between Usher and Sean "Diddy" Combs has come under scrutiny following Combs' recent arrest on charges of conspiracy and sex trafficking. Usher, who has had a professional relationship with Diddy since his teenage years, quickly made headlines when he deleted all of his posts on X (formerly Twitter) shortly after Combs' arrest. This sparked rumors that the move might be related to the scandal, given their close ties. However, Usher later claimed that his account was hacked and denied any connection between the deletions and Combs' legal troubles..


Usher has not been implicated in any crimes, but his past experiences living with Diddy as a young artist have resurfaced in discussions about the mogul's controversial history. He has previously spoken about witnessing wild parties and "curious things" during his time with Diddy in the 1990s, though he has maintained a distance from the current allegations.


(commercial at 8:41)

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source:

Usher Says He Saw 'Very Curious Things' When He Lived with Diddy at 13 for a Year (people.com)



Segment two:

The controversy surrounding the alleged deleted Usher tweets stems from claims that the R&B singer posted a series of controversial messages on social media, which were quickly deleted. While specific details about the content of these alleged tweets vary, the general narrative suggests that they may have been offensive or insensitive in nature, sparking backlash and prompting Usher or his team to remove them.

Afterward, rumors and discussions circulated about what was actually posted, leading to debates on social media. Some argued that screenshots of the tweets were fabricated or taken out of context, while others expressed disappointment or criticism of Usher based on the claims.  


So the question is, was content hidden or was Usher hacked like he says?   


Let's dive in!

(commercial at 7:31)

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source:

Usher says he was hacked after his Twitter account got wiped out following Diddy arrest: 'Y'all ran with it' | Daily Mail Online



Closing out the episode in segment three:

L.A. Reid's role in Sean "Diddy" Combs' story has become more significant as details about his decisions involving young artists resurface. In the 1990s, Reid sent a teenage Usher to live with Diddy as part of a mentorship program dubbed "Puffy Flavor Camp." Usher has since reflected on his experience, describing it as "wild" and revealing that he witnessed inappropriate activities during his time with Diddy. While Reid admitted in his memoir that sending Usher into Diddy's world was meant to help him develop a more mature, edgy sound, he also expressed uncertainty about whether the decision was wise, considering the environment that Diddy fostered. Usher has since hinted at the discomfort he felt witnessing adult behavior at such a young age and stated he would never subject his children to a similar experience.

In addition to Usher, Reid was also connected to another young star who had a relationship with Diddy—Justin Bieber. A resurfaced 2009 video shows a then 15-year-old Bieber spending time with Diddy, who made unsettling remarks about getting girls for the underage singer. Reid, who had worked with Bieber early in his career, played a role in connecting the young artist with influential figures like Diddy. This interaction is now being scrutinized in light of the serious allegations against Diddy, raising concerns about the environments young stars like Usher and Bieber were exposed to under his mentorship​.

These revelations have cast Reid’s decisions in a more critical light, as both Usher and Bieber's experiences with Diddy are now being reexamined in the context of the accusations against the music mogul.

(commercial at 10:22)


to contact me:

[email protected]


source:

Revealed: How Usher brought 'beautiful' 14-year-old boy Justin Bieber to music mogul L.A Reid as a 'gift' (and how it paved the way for singer's friendship with Diddy) | Daily Mail Online
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The Diddy DiariesBy Bobby Capucci

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