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Ex-assistant tells of cleaning up booze, drugs and baby oil after Sean 'Diddy' Combs’ sex marathons

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Ex-assistant tells of cleaning up booze, drugs and baby oil after Sean 'Diddy' Combs’ sex marathons
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Ex-assistant tells of cleaning up booze, drugs and baby oil after Sean 'Diddy' Combs’ sex marathons

2025-05-22 05:15 Last Updated At:21:24

NEW YORK (AP) — Sean “Diddy” Combs ' one-time personal assistant testified Wednesday that he was in charge of cleaning up hotel rooms after the hip-hop mogul’s sex marathons — tossing out empty alcohol bottles, baby oil and drugs, tidying pillows and making it look as if nothing had happened.

An implied part of the job was that “protecting him and protecting his public image were important to him," George Kaplan told jurors at Combs’ federal sex trafficking trial. “That’s what I was keen on doing."

Kaplan, who worked for Combs from 2013 to 2015, said the Bad Boy Records founder would sometimes summon him to a hotel room to deliver a “medicine kit,” a bag full of prescription pills and over-the-counter pain medications. He said Combs dispatched him to buy drugs including MDMA, also known as ecstasy.

Kaplan, 34, was granted immunity to testify after initially telling the Manhattan court that he would invoke his Fifth Amendment right against self-incrimination. Prosecutors contend Combs leaned on employees and used his music and fashion empire to facilitate and cover up his behavior, sometimes making threats to keep them in line and his misconduct hush-hush.

Kaplan testified that Combs threatened his job on a monthly basis, once berating him for buying the wrong size bottled water. Combs' longtime girlfriend, the R&B singer Cassie, testified that Kaplan quit after seeing Combs beat her.

Kaplan’s testimony resumes Thursday. He'll be followed by rapper and actor Kid Cudi.

Cudi, whose legal name is Scott Mescudi, is expected to testify about his brief relationship with Cassie in 2011. Prosecutors say Combs was so upset that he arranged to have Cudi’s convertible firebombed.

Also Wednesday, a federal agent showed jurors two handguns he said were found in a March 2024 raid at Combs’ Miami-area home, along with photos of ammunition and a wooden box marked “Puffy” — one of his nicknames — that the agent said contained psilocybin, MDMA and other drugs.

Investigators also found items prosecutors say were hallmarks of “freak-offs," including dozens of bottles of baby oil and lubricant, said Homeland Security Investigations Special Agent Gerard Gannon.

Combs’ lawyer Teny Geragos suggested the search — which involved 80 to 90 agents, an armored vehicle smashing the security gate, handcuffed employees and boat patrols — was overkill. Combs’ Los Angeles mansion was also searched.

Gannon confirmed the federal investigation began the day after Cassie filed a lawsuit in November 2023 alleging that Combs abused her for years and involved her in hundreds of “freak-offs" with him and male sex workers. Combs soon settled for $20 million, she said.

Combs has pleaded not guilty to charges alleging he leveraged his fame and fortune to control Cassie and other people through threats and violence. His lawyers say the evidence reflects domestic violence, not racketeering or sex trafficking.

Jurors also heard from a psychologist who delved into the complexities of abusive relationships. Dawn Hughes explained victims often experience a “low sense of self” and tend to stay with abusers because they yearn for love and compassion they experienced in a relationship’s early “honeymoon phase.”

Hughes also explained how a victim’s memory can sometimes become jumbled — retaining awareness of abuse, but mixing up details. Hughes, who was paid $6,000 by the prosecution to testify, didn’t examine or mention Cassie or Combs, but her testimony paralleled some of what Cassie said she experienced with him.

Cassie testified that she started dating Cudi in late 2011. Although she and Combs broke up, they still engaged in “freak-offs," she said. It was during such an encounter that Combs looked at her phone and figured out she was seeing Cudi, Cassie said.

Cassie's mother, Regina Ventura, testified Tuesday that Cassie emailed her in December 2011 that Combs was so angry about the relationship that he planned to release explicit videos of her and have someone hurt Cassie and Cudi. Regina Ventura said Combs also demanded $20,000. Scared for her daughter's safety, she said she sent Combs the money, only to have it returned by Combs days later.

Cassie testified that she broke up with Cudi before the end of the year.

“It was just too much,” she said. “Too much danger, too much uncertainty of, like, what could happen if we continued to see each other.”

After Cassie reunited with Combs, he told her that Cudi's car would be blown up and that he wanted Cudi's friends there to see it, Cassie said.

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Associated Press reporter Julie Walker contributed to this report.

FILE - Cassie Ventura, left, and Sean "Diddy" Combs appear at the premiere of "Can't Stop, Won't Stop: A Bad Boy Story" on June 21, 2017, in Beverly Hills, Calif. (Photo by Chris Pizzello/Invision/AP, File)

FILE - Cassie Ventura, left, and Sean "Diddy" Combs appear at the premiere of "Can't Stop, Won't Stop: A Bad Boy Story" on June 21, 2017, in Beverly Hills, Calif. (Photo by Chris Pizzello/Invision/AP, File)

Sean "Diddy" Combs looks on as defense attorney Nicole Westmoreland cross examines Dawn Richard during Combs' sex trafficking and racketeering trial in Manhattan federal court, Monday, May 19, 2025, in New York. (Elizabeth Williams via AP)

Sean "Diddy" Combs looks on as defense attorney Nicole Westmoreland cross examines Dawn Richard during Combs' sex trafficking and racketeering trial in Manhattan federal court, Monday, May 19, 2025, in New York. (Elizabeth Williams via AP)

FILE - Kid Cudi appears at the Los Angeles premiere of "Sonic The Hedgehog 2," on April 5, 2022. (Photo by Jordan Strauss/Invision/AP, File)

FILE - Kid Cudi appears at the Los Angeles premiere of "Sonic The Hedgehog 2," on April 5, 2022. (Photo by Jordan Strauss/Invision/AP, File)

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Photos show Kate, the Princess of Wales, and celebrities at Wimbledon

2025-07-13 22:18 Last Updated At:22:21

LONDON (AP) — This gallery, curated by AP photo editors, showcases Kate, the Princess of Wales, and celebrities as they attend the Wimbledon Tennis Championships in London.

Kate, the wife of Prince William, is expected to present the trophy to the winner of the women’s singles final Saturday after opting not to attend the match last year while she was recovering from cancer.

Actor Keira Knightley and James Righton sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Keira Knightley and James Righton sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Anna Wintour, right, and actor Nicole Kidman sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Anna Wintour, right, and actor Nicole Kidman sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Actors Paul Mescal and Andrew Scott sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Actors Paul Mescal and Andrew Scott sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Anna Wintour and actor Nicole Kidman sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Anna Wintour and actor Nicole Kidman sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Keira Knightley and James Righton sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Keira Knightley and James Righton sit in the Royal Box to watch Veronika Kudermetova of Russia and Elise Mertens of Belgium against Jelena Ostapenko of Latvia and Su-Weih Hsieh of Taiwan during the women's doubles final match at the Wimbledon Tennis Championships in London, Sunday, July 13, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Ben Whishaw sits in the Royal Box to watch Aryna Sabalenka of Belarus and Amanda Anisimova of the U.S. to play the women's singles semifinal match at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Ben Whishaw sits in the Royal Box to watch Aryna Sabalenka of Belarus and Amanda Anisimova of the U.S. to play the women's singles semifinal match at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Ben Whishaw sits in the Royal Box to watch Aryna Sabalenka of Belarus and Amanda Anisimova of the U.S. to play the women's singles semifinal match at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Ben Whishaw sits in the Royal Box to watch Aryna Sabalenka of Belarus and Amanda Anisimova of the U.S. to play the women's singles semifinal match at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Rami Malek applauds as he stands in the Royal Box on Centre Court on day twelve at the Wimbledon Tennis Championships in London, Friday, July 11, 2025. (AP Photo/Kin Cheung)

Actor Rami Malek applauds as he stands in the Royal Box on Centre Court on day twelve at the Wimbledon Tennis Championships in London, Friday, July 11, 2025. (AP Photo/Kin Cheung)

Actor, comedian and broadcaster Stephen Fry poses for a photo as he arrives for day eleven at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025. (AP Photo/Joanna Chan)

Actor, comedian and broadcaster Stephen Fry poses for a photo as he arrives for day eleven at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025. (AP Photo/Joanna Chan)

Singer, Katherine Jenkins and her husband Andrew Levitas arrive for day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Dave Shopland)

Singer, Katherine Jenkins and her husband Andrew Levitas arrive for day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Dave Shopland)

Film and stage director Sam Mendes and his wife Alison sit in the Royal Box on Centre Court on day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Film and stage director Sam Mendes and his wife Alison sit in the Royal Box on Centre Court on day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Actor Stanley Tucci sits in the Royal Box on Centre Court on day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Actor Stanley Tucci sits in the Royal Box on Centre Court on day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Lady Helen Taylor sits in the Royal Box on Centre Court on day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Lady Helen Taylor sits in the Royal Box on Centre Court on day thirteen at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Courteney Cox, center, and Johnny McDaid celebrate with Poland’s Iga Swiatek as she greets her coaches, friends and family after beating Amanda Anisimova of the U.S. to win the women’s singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025.(Andrew Matthews, PA via AP)

Courteney Cox, center, and Johnny McDaid celebrate with Poland’s Iga Swiatek as she greets her coaches, friends and family after beating Amanda Anisimova of the U.S. to win the women’s singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025.(Andrew Matthews, PA via AP)

Kate, Princess of Wales participates in the presentation ceremony for the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Kate, Princess of Wales participates in the presentation ceremony for the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, the Princess of Wales, arrives to hand over the trophy to Iga Swiatek of Poland after winning the women's singles final match against Amanda Anisimova of the U.S. at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025.(AP Photo/Joanna Chan)

Britain's Kate, the Princess of Wales, arrives to hand over the trophy to Iga Swiatek of Poland after winning the women's singles final match against Amanda Anisimova of the U.S. at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025.(AP Photo/Joanna Chan)

Britain's Kate, Princess of Wales sits next to tennis legend Billie Jean King in the Royal Box on Centre Court ahead of the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, Princess of Wales sits next to tennis legend Billie Jean King in the Royal Box on Centre Court ahead of the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, Princess of Wales sits next to tennis legend Billie Jean King in the Royal Box on Centre Court ahead of the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, Princess of Wales sits next to tennis legend Billie Jean King in the Royal Box on Centre Court ahead of the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, Princess of Wales, center, waves as she stands alongside tennis legend Billie Jean King in the Royal Box on Centre Court ahead of the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, Princess of Wales, center, waves as she stands alongside tennis legend Billie Jean King in the Royal Box on Centre Court ahead of the women's singles final at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (AP Photo/Kin Cheung)

Britain's Kate, Princess of Wales arrives to attend the women's singles final between Poland's Iga Swiątek and Amanda Anisimova of the US at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (Jordan Pettitt/Pool via AP)

Britain's Kate, Princess of Wales arrives to attend the women's singles final between Poland's Iga Swiątek and Amanda Anisimova of the US at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (Jordan Pettitt/Pool via AP)

Britain's Kate, Princess of Wales arrives to attend the women's singles final between Poland's Iga Swiątek and Amanda Anisimova of the US at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (Jordan Pettitt/Pool via AP)

Britain's Kate, Princess of Wales arrives to attend the women's singles final between Poland's Iga Swiątek and Amanda Anisimova of the US at the Wimbledon Tennis Championships in London, Saturday, July 12, 2025. (Jordan Pettitt/Pool via AP)

Singer Ellie Goulding sits in the Royal Box to watch Aryna Sabalenka of Belarus and Amanda Anisimova of the U.S. to play the women's singles semifinal match at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025.(AP Photo/Kirsty Wigglesworth)

Singer Ellie Goulding sits in the Royal Box to watch Aryna Sabalenka of Belarus and Amanda Anisimova of the U.S. to play the women's singles semifinal match at the Wimbledon Tennis Championships in London, Thursday, July 10, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Jodie Foster arrives in the Royal Box on Centre Court on day nine at the Wimbledon Tennis Championships in London, Tuesday, July 8, 2025. (AP Photo/Kirsty Wigglesworth)

Actor Jodie Foster arrives in the Royal Box on Centre Court on day nine at the Wimbledon Tennis Championships in London, Tuesday, July 8, 2025. (AP Photo/Kirsty Wigglesworth)

Anna Wintour sits in the Royal Box on Centre Court on day twelve at the Wimbledon Tennis Championships in London, Friday, July 11, 2025. (AP Photo/Kin Cheung)

Anna Wintour sits in the Royal Box on Centre Court on day twelve at the Wimbledon Tennis Championships in London, Friday, July 11, 2025. (AP Photo/Kin Cheung)

Actor Leonardo DiCaprio sits in the stands to watch Taylor Fritz of the U.S. play Spain's Carlos Alcaraz in a men's singles semifinal at the Wimbledon Tennis Championships in London, Friday, July 11, 2025. (AP Photo/Kin Cheung)

Actor Leonardo DiCaprio sits in the stands to watch Taylor Fritz of the U.S. play Spain's Carlos Alcaraz in a men's singles semifinal at the Wimbledon Tennis Championships in London, Friday, July 11, 2025. (AP Photo/Kin Cheung)

Broadcaster and former soccer player Gary Lineker, left, and boxer Anthony Joshua arrive in the Royal Box on day five at the Wimbledon Tennis Championships in London, Friday, July 4, 2025. (AP Photo/Kin Cheung)

Broadcaster and former soccer player Gary Lineker, left, and boxer Anthony Joshua arrive in the Royal Box on day five at the Wimbledon Tennis Championships in London, Friday, July 4, 2025. (AP Photo/Kin Cheung)

Adventurer and TV presenter Bear Grylls, right, arrives in the Royal Box on day four of the Wimbledon Tennis Championships in London, Thursday, July 3, 2025. (AP Photo/Alastair Grant)

Adventurer and TV presenter Bear Grylls, right, arrives in the Royal Box on day four of the Wimbledon Tennis Championships in London, Thursday, July 3, 2025. (AP Photo/Alastair Grant)

Wrestler John Cena sits in the Royal Box at Centre Court during the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025.(AP Photo/Kirsty Wigglesworth)

Wrestler John Cena sits in the Royal Box at Centre Court during the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025.(AP Photo/Kirsty Wigglesworth)

Indian actress Priyanka Chopra and her husband Nick Jonas arrive in the Royal Box at Centre Court during the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025.(AP Photo/Kirsty Wigglesworth)

Indian actress Priyanka Chopra and her husband Nick Jonas arrive in the Royal Box at Centre Court during the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025.(AP Photo/Kirsty Wigglesworth)

Actor Eddie Redmayne and his wife Hannah take their seats in the Royal Box on Centre Court on day one at the Wimbledon Tennis Championships in London, Monday, June 30, 2025. (AP Photo/Alastair Grant)

Actor Eddie Redmayne and his wife Hannah take their seats in the Royal Box on Centre Court on day one at the Wimbledon Tennis Championships in London, Monday, June 30, 2025. (AP Photo/Alastair Grant)

Actors Cate Blanchett, right, and Rebel Wilson sit in the Royal Box on Centre Court on day two at the Wimbledon Tennis Championships in London, Tuesday, July 1, 2025. (AP Photo/Kin Cheung)

Actors Cate Blanchett, right, and Rebel Wilson sit in the Royal Box on Centre Court on day two at the Wimbledon Tennis Championships in London, Tuesday, July 1, 2025. (AP Photo/Kin Cheung)

Musician Dave Grohl and his wife Jordyn arrive for day three at the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025. (AP Photo/Alastair Grant)

Musician Dave Grohl and his wife Jordyn arrive for day three at the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025. (AP Photo/Alastair Grant)

Actor Russell Crowe and Britney Theriot sits in the Royal Box on Centre Court on day two at the Wimbledon Tennis Championships in London, Tuesday, July 1, 2025. (AP Photo/Kin Cheung)

Actor Russell Crowe and Britney Theriot sits in the Royal Box on Centre Court on day two at the Wimbledon Tennis Championships in London, Tuesday, July 1, 2025. (AP Photo/Kin Cheung)

Actor Leslie Mann arrives for day three at the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025. (AP Photo/Alastair Grant)

Actor Leslie Mann arrives for day three at the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025. (AP Photo/Alastair Grant)

Singer Olivia Rodrigo smiles as she sits in the Royal Box at Centre Court during the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025.(AP Photo/Kirsty Wigglesworth)

Singer Olivia Rodrigo smiles as she sits in the Royal Box at Centre Court during the Wimbledon Tennis Championships in London, Wednesday, July 2, 2025.(AP Photo/Kirsty Wigglesworth)

Sir David Beckham waves as he arrives to take his seat in the Royal Box on Centre Court on day one at the Wimbledon Tennis Championships in London, Monday, June 30, 2025. (AP Photo/Alastair Grant)

Sir David Beckham waves as he arrives to take his seat in the Royal Box on Centre Court on day one at the Wimbledon Tennis Championships in London, Monday, June 30, 2025. (AP Photo/Alastair Grant)

Actors Andrew Garfield and Monica Barbaro watch as Sonay Kartal of Britain plays Russia's Anastasia Pavlyuchenkova during a fourth round women's singles match at the Wimbledon Tennis Championships in London, Sunday, July 6, 2025. (AP Photo/Alastair Grant)

Actors Andrew Garfield and Monica Barbaro watch as Sonay Kartal of Britain plays Russia's Anastasia Pavlyuchenkova during a fourth round women's singles match at the Wimbledon Tennis Championships in London, Sunday, July 6, 2025. (AP Photo/Alastair Grant)

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