Howard Stern Knew It Was “Crazy” Sean Diddy Combs Lived With 14-Year-Old Usher

Sean "Diddy" Combs' abuse suit settlement with Cassie caused the rapper's other scandals to resurface… and it's only the beginning. Days after settling, he was hit with another sexual assault lawsuit. Fans are also suspecting that the deaths of his label co-founders are linked to the allegations against him.

But over seven years ago, it seemed like Howard Stern already knew about Diddy's shady personal life. Back then, the radio personality confronted Usher about living with Diddy at age 14. The U Got It Bad hitmaker admitted that he and his mentor had "wild" times together — causing fans to believe that Usher was also an abuse victim.

Updated September 2024: Diddy's abuse suit settlement with Cassie was only the beginning. This month, Diddy had 11 counts against him for charges that ranged from sex trafficking to racketeering, and even transportation with the intent of prostitution. While his attorney has filed two motions to release Diddy from jail with bail, those motions have been denied. As such, it looks like Diddy will be remaining in jail until his case goes to trial in about a year.

Howard Stern Said It Was "Crazy" That Usher Lived With Sean "Diddy" Combs At 14

Usher revealed details about what it was like living with Diddy when he was 14, claiming he did not understand a lot of what he saw

Usher

usher-fashion-week

usher-louis-vutton-show

Usher

usher-fashion-week

usher-louis-vutton-show

Close

Usher

usher-fashion-week

usher-louis-vutton-show

Usher

usher-fashion-week

usher-louis-vutton-show

Close

Usher

Via: Instar

usher-fashion-week

Via: Instar

usher-louis-vutton-show

Via: Instar

Usher

usher-fashion-week

usher-louis-vutton-show

Coming Home (2024)

To be released in February 2024

Hard II Love (2016)

28,000 traditional album copies during its debut (his eighth top 10 album)

Usher (1994)

500,000 copies in the U.S.

Looking 4 Myself (2012)

504,000 copies in the U.S. as of 2014

Raymond v Raymond (2010)

Over 1 million copies in the U.S.

My Way (1997)

7 million copies in the U.S.

8701 (2001)

8 million copies worldwide as of 2010

Confessions (2004)

15 million copies worldwide as of 2006

Close

In August 2016, Usher opened up to Howard about living with Diddy "for a year" after moving to New York City. The host immediately said, "That's the crazy thing. That was L.A. Reid's idea, right? 'We're sending you to something called Puffy Flavor Camp.'"

Before Howard got to the sensitive details of the arrangement, Usher cut in, saying: "In the '90s, do you understand what that's like?"

After Howard suggested that Usher's may have been exposed to adult parties, Robin Quivers asked the singer, "And you're parents we're ok [with that]?" The Nice & Slow performer confessed that his parents knew nothing about the situation. "They know nothing about this s–t. I was having a good time."

Robin laughed it off, but Howard was curious if Combs made Usher do "any chores [like] doing dishes to keep you humble somewhat."

Usher said that he "actually stayed up longer" than the grown-ups who partied until the morning. He also had a "per diem" on top of those celebrity house perks. "What a life," Howard commented. But when asked if he'd send his kid to "Puffy Camp," Usher quickly responded, "Hell no."

Usher's self-titled debut album was executive-produced by Sean "Diddy" Combs. It drew flak as he was only 15 yet the tracks were about sex.

Usher didn't specify the "wild" encounters he's had while living with Diddy but he shared how "it was curious" and that he "got the chance to see some things." When asked what a minor could have possibly seen there, Usher had a simple explanation: "I went there to see the lifestyle. And I saw it." He added that he didn't know if he could "indulge and understand" what he was even witnessing back then. "It was pretty wild."

Robin then asked whether "some woman didn't come along…" to which Usher replied, "I didn't say that. What I did say is that there were very curious things taking place and I didn't necessarily understand it.

Later on, when he started mentoring Justin Bieber, Usher revealed that Diddy took him to those parties to "make him rougher with more edge." Looking back, he said: "But I'm not saying Puff was wrong. That first album wasn't my most successful, but it launched the career I've enjoyed for 18 years since."

True enough, Usher went on to make nine records with most of them being hits. Here's a ranking of their success based on sales.

Sean "Diddy" Combs' Accidentally Revealed He And Usher Slept Together

Sean "Diddy" Combs revealed that he and Usher slept in the same bed together

Diddy and Usher

Diddy and Usher

Diddy and Usher

Diddy and Usher

Diddy and Usher

Diddy and Usher

Close

Diddy and Usher

Diddy and Usher

Diddy and Usher

Diddy and Usher

Diddy and Usher

Diddy and Usher

Close

Diddy and Usher

via Instar

Diddy and Usher

via Instar

Diddy and Usher

Via: Instar

Diddy and Usher

Diddy and Usher

Diddy and Usher

In a 2012 drunken interview, Diddy, who was partying with Usher at that time, accidentally spilled a secret about himself and his former protégé.

The interviewer started laughing at the accidental spill. But the rapper, whose arm was around Usher's shoulder, went on to remind people how young the latter was when they lived together.

Fans were quick to call Diddy out on their relationship. "A grown man wrestling with a 14-year-old over cereal… yeah, nothing weird about that s–t," one wrote in the comments.

Others blamed Usher's parents over the situation.

"People will do anything for the love of money! Money is the root of all evil! Using children as pawns is evil ! What's goes around comes around trust and believe!"

Related Posts

Kanye West ‘hired private eye to tail wife Bianca Censori without her knowledge on visit to Australia,’ lawsuit claims

KANYE West allegedly hired a private investigator to spy on his wife Bianca Censori after she headed to Australia on her own to see family, an explosive…

From a School Sweetheart to Country Music Stars: See ‘Outer Banks’ Star Chase Stokes’ Dating History

Chase Stokes may be famous for his on-screen love story on Outer Banks, but fans are more interested in the heartthrob’s real-life romances. From high-profile actresses to…

RHOC’s Vicki Gunvalson Sets Record Straight About Her Health After Being Compared To Ex Brooks Ayers Who Faked Cancer

The Real Housewives franchise has stirred up quite a bit of controversy over the years. There's RHOBH's Erika Jayne's ex-husband, Tom Girardi, found guilty of defrauding his…

Hoda Kotb gives update on 5-year-old daughter Hope’s medical crisis after Today host quits show and moves to suburbs

HODA Kotb has given an update on her 5-year-old daughter Hope’s medical crisis after quitting Today and moving to the New York suburbs. Broadcaster Hoda, 60, shocked…

Peaky Blinders actress Amber Anderson marries Sex Education star Connor Swindells in luxurious Scottish wedding as his co-star officiates

Peaky Blinders star Amber Anderson and Sex Education actor Connor Swindells are married!  The couple tied the knot in a luxurious Scottish wedding with Connor's Sex Education…

MAFS UK’s Hannah walks off camera AGAIN as fans claim it’s the most ‘awkward dinner party in show history’

Their marriage hasn't got off to the best start since they slept in separate beds on their honeymoon for three nights. Hannah and Stephen, both 33, have…