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Usher details living with Sean ‘Diddy’ Combs as a teen in resurfaced video after producer’s homes raided

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Usher got candid about living with Sean “Diddy” Combs when he was a teenager in a resurfaced video following the producer’s homes being raided.

During a 2016 appearance on “The Howard Stern Show,” the singer claimed that the former CEO of Epic Records, L.A. Reids, suggested living in Combs’ New York City home for a year to “see the lifestyle” of a musician.

“In the ’90s, do you understand what that’s like?” he said, referring to living that lifestyle at just 13 or 14.

Usher
A video of Usher detailing his experience living with Sean “Diddy” Combs in New York City when he was a teenager has resurfaced amid the producer’s homes being raided. The Howard Stern Show
Usher
The clip was from the “Yeah!” crooner’s 2016 interview on “The Howard Stern Show.” The Howard Stern Show

Speculating, the media personality responded, “Puffy’s place was just filled with chicks and orgying nonstop, right?”

Usher, now 45, quickly shut down the accusation, saying, “Not really — but it was curious. I got a chance to see some things.”

“I went there to see the lifestyle — and I saw it,” the “Yeah!” hitmaker continued. “But I don’t know if I could indulge and even understand what I was looking at.”

Usher and Sean "P. Diddy" Combs
Explaining his time at Puffy Flavor Camp, Usher asked Stern, “In the 90s, do you understand what that’s like?” WireImage
Usher with Sean "Diddy" Combs
The host speculated, “Puffy’s place was just filled with chicks and orgying nonstop, right?” Getty Images

“It was pretty wild. It was crazy,” Usher continued. “There were very curious things taking place and I didn’t necessarily understand it.”

When Stern asked him if he would allow his own kids to go to “Puffy Flavor Camp,” he immediately responded with a “Hell no.”

Usher shares two kids with his ex-wife, Tameka Foster, and two others with his wife, Jenn Goicoechea.

Usher and Sean "Diddy" Combs
“Not really — but it was curious. I got a chance to see some things,” Usher responded. Getty Images for The Recording Academy
Sean "P.Diddy" Combs and Usher
Stern appeared not to believe the hitmaker, adding, “Yeah, but you were 13 what were you seeing?” WireImage for Bragman Nyman Cafarelli

The resurfaced video comes after Diddy’s Los Angeles and Miami homes were raided Monday afternoon amid an ongoing sex trafficking investigation.

Footage from the “I’ll Be Missing You” hitmaker’s Holmby Hills, Calif. home showed Homeland Security agents descended on the property with guns.

Combs’ sons Justin, 30, and Christian, 25, were even seen handcuffed while questioned by officers. They later fled their father’s $40 million mansion.

Diddy
“I went there to see the lifestyle — and I saw it. But I don’t know if I could indulge and even understand what I was looking at,” the “Love in This Club” singer added. Getty Images for MTV
Diddy
Usher continued, “There were very curious things taking place and I didn’t necessarily understand it.” WireImage

Meanwhile, the producer, 54, was spotted outside the Miami-Opa Locka Executive Airport hours after the raid occurred.

While he wasn’t handcuffed, eyewitnesses told TMZ that he and others were stopped by the feds while allegedly on a private jet.

Combs’ private jet — known as LoveAir LLC — later landed in the Caribbean Monday afternoon, though he wasn’t on it.


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Diddy's mansion
The video resurfaced a day after Combs’ Los Angeles and Miami homes were raided concerning a sex trafficking investigation. Connellan / MEGA
Diddy's mansion
On Monday afternoon, Homeland Security officers were seen on the producer’s California property with guns. Connellan / MEGA

Sources close to the matter told Page Six the father of seven was heading to the Bahamas to take his twin daughter, 17, on vacation for their spring break.

Combs’ latest trouble with the law comes amid a slew of lawsuits from men and women alleging sexual abuse.

His ex-girlfriend Cassie was the first victim to file a lawsuit in November 2023, claiming he raped and abused her. The “Coming Home” rapper and his ex settled the lawsuit the next day.

Diddy
Diddy is currently facing a slew of sexual assault lawsuits. Fox11 News
Sean "Diddy" Combs
He has vehemently denied all the accusations against him. GC Images

Since then, Combs has been slapped with additional lawsuits with one woman alleging she was “gang raped” by the hitmaker when she was 17 years old.

The most recent lawsuit was filed in February by videographer and producer Rodney “Lil Rod” Jones, who alleged he was sexually abused by the rapper for nearly a year while working on his “The Love Album: Off the Grid” album.

Diddy has vehemently denied all the accusations.

If you or someone you know is affected by any of the issues raised in this story, call the Sexual Assault Hotline at 1-800-330-0226.

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