Diddy: Did He Do It? The Sex Crimes Trial of Sean "Diddy" Combs

Diddy: Did He Do It? The Sex Crimes Trial of Sean "Diddy" Combs

New episodes Monday to Saturday mornings. Diddy Do It? is your daily deep dive into the explosive sex crimes trial of Sean “Diddy” Combs. Hosted by veteran broadcaster Nate Oliver, this no-nonsense podcast follows every twist, turn, and headline from inside the Manhattan courtroom to the media frenzy outside. Blending hard-hitting journalism with unfiltered tabloid grit, each episode delivers the latest developments, key testimony, and courtroom drama in 10 minutes or less. From jury selection to verdict—and whatever comes after—Nate keeps it real, sharp, and straight to the point. The trial of the decade is underway. Subscribe now and follow the story as it unfolds. Unlock an ad-free podcast experience with Caloroga Shark Media! Get all our shows on any player you love, hassle free! For Apple users, hit the banner on your Apple podcasts app. For Spotify or other players, visit caloroga.com/plus. No plug-ins needed! Subscribe now for exclusive shows like 'Palace Intrigue,' and get bonus content from Deep Crown (our exclusive Palace Insider!) Or get 'Daily Comedy News,' and '5 Good News Stories’ with no commercials! Plans start at $4.99 per month, or save 20% with a yearly plan at $49.99. Join today and help support the show! We now have Merch! FREE SHIPPING! Check out all the products like T-shirts, mugs, bags, jackets and more with logos and slogans from your favorite shows! Did we mention there’s free shipping? Get 10% off with code NewMerch10 Go to Caloroga.com Get more info from Caloroga Shark Media and if you have any comments, suggestions, or just want to get in touch our email is info@caloroga.com

Episodes

Friday 5/30 Day 20:.“You Don’t Just Leave Puff” — Mia Breaks Down, Nash Exposes Blackmail, and Diddy’s Darkest Secrets Spill Out

May 30, 2025 • 10 mins
Day 20 detonates in court as “Mia” delivers gut-wrenching testimony about years of sexual assault, sleep deprivation, and psychological torment at Diddy’s hands. Cassie’s stylist Deonte Nash reveals savage beatings, threats to destroy families, and chilling blackmail with explicit tapes. Forensic experts parade weapons, drugs, and sex toys seized from Diddy’s mansion, while exotic dancer Sharay Hayes returns to apologize for his ro...
Mark as Played

Thursday 5/29 Day 19. “Look What Y’all Made Me Do” — Diddy’s Violence, Blackmail & the Freak Off Machine

May 29, 2025 • 8 mins
Day 19 explodes with graphic testimony as Cassie’s stylist Deonte Nash describes Diddy’s brutal beatings, threats, and blackmail—yanking Cassie by the hair, forcing “freak offs,” and panicking only at the sight of her blood. “Mia,” a former employee, breaks her silence about sexual assaults and psychological traps, while arson experts walk jurors through the firebombing of kid Cuddy’s Porsche. Forensic agents reveal drugs, guns, an...
Mark as Played

Wednesday 5/28 Day 18. “I Was Petrified” — Diddy’s Ex-Assistant Unleashes Explosive Testimony

May 28, 2025 • 8 mins
Day 18 erupts as Capricorn Clark, Diddy’s former right hand, takes the stand and exposes a world of guns, threats, and gut-wrenching violence. Clark details being forced at gunpoint to confront kid Cuddy, watching Cassie get kicked in a jealous rage, and living in fear under Diddy’s iron rule. With polygraph tests, humiliations, and emotional breakdowns, her testimony shakes the courtroom and sends shockwaves through hip-hop. As LA...
Mark as Played

Tuesday 5/27 Day 17. Courtroom Reignites — Kid Cudi, “Freak Offs,” and Diddy’s Inner Circle

May 27, 2025 • 11 mins
After a holiday break, Did He Do It? returns as the Diddy trial resumes with new witnesses poised to shake the case. Nate Oliver previews the insiders set to testify, then dives deep into last week’s most explosive moments: kid Cuddy’s harrowing tales of break-ins and firebombs, assistants revealing “freak off” setups and private jet violence, and a parade of witnesses exposing bruises, blackmail, and a digital trail of control. Wi...
Mark as Played

Monday 5/26 Day 16. Witness Profile: Kid Cudi — From Man on the Moon to Diddy’s Courtroom Bombshell

May 26, 2025 • 6 mins
With court still closed, Did He Do It? dives into the life and legacy of kid Cuddy—hip-hop innovator, mental health advocate, and now a star witness in the Diddy trial. Host Nate Oliver traces Cuddy’s rise from Cleveland to global stardom, his battles with depression, and his explosive testimony about break-ins, firebombed cars, and Diddy’s chilling threats. Relive the courtroom drama and discover how Cuddy’s story of survival and ...
Mark as Played

Saturday 5/24 Witness Profile: Cassie Ventura — From Pop Star to Star Witness

May 24, 2025 • 6 mins
With court on pause for the holiday weekend, Did He Do It? goes deep on Cassie Ventura—the pop sensation turned pivotal witness at the center of the Diddy trial. Nate Oliver traces Cassie’s rise from small-town Connecticut to the top of the charts, her whirlwind romance with Diddy, and the dark spiral into control and abuse that would later rock the music world. Then, relive the week’s most explosive testimony as Cassie faces her p...
Mark as Played

Friday 5/23 Day 15. Kid Cudi's Bombshell & Diddy’s “Freak Off” Fallout

May 23, 2025 • 8 mins
Day 15 delivers pure courtroom fireworks as rapper kid Cuddy takes the stand, recounting a firebombed Porsche, break-ins, and Diddy’s chilling threats over Cassie. Diddy’s ex-assistant spills secrets of “freak off” setups and private jet violence, while Cassie’s makeup artist reveals black eyes and busted lips hidden from the world. Hotel managers and FBI agents expose the wild, oil-soaked aftermath of Diddy’s parties and a digital...
Mark as Played

Thursday 5/22 Day 14. Guns, Sex Toys & Trauma Bonds — Diddy’s Mansion Secrets Revealed

May 22, 2025 • 8 mins
Day 14 explodes with bombshell evidence as Homeland Security agents parade Diddy’s arsenal—guns with defaced serials, stashes of drugs, and a gold box of MDMA—before a stunned jury. A top trauma psychologist exposes how abusers trap their victims, while a former assistant spills on secret hotel setups and the wild demands of Diddy’s inner circle. With the courtroom buzzing and Kid Cudi set to testify next, Nate Oliver breaks down e...
Mark as Played

Wednesday 5/21 Day 13. Sex Tapes, Guns & “The Punisher” — Diddy’s World Exposed

May 21, 2025 • 7 mins
Day 13 blows the lid off Diddy’s empire as a former assistant reveals “freak off” secrets, Cassie’s mother testifies about blackmail and bruises, and a male escort known as “The Punisher” details wild, candlelit scenes with Diddy watching from the shadows. Homeland Security agents parade seized guns for the jury, and the courtroom reels from stories of threats, fear, and control. With celebrity names swirling and the gallery packed...
Mark as Played

Tuesday 5/20 Day 12. “People Go Missing” – The Fear Inside Diddy’s Circle

May 20, 2025 • 8 mins
Day 12 explodes with bombshell testimony as Danity Kane’s Dawn Richard and model Kerry Morgan take the stand, exposing the terror and violence at the heart of Diddy’s empire. Richard claims she saw Diddy beat Cassie, threaten witnesses, and rule by fear-while Morgan reveals her own assault and the chilling control Diddy held over Cassie’s life. Celebrity names fly, the courtroom is packed, and prosecutors unveil new evidence of dru...
Mark as Played

Monday 5/19 Day 11. Cassie’s Bombshells & The Danity Kane Reckoning

May 19, 2025 • 10 mins
Week three of the Diddy trial erupts as Cassie Ventura’s harrowing testimony rocks the courtroom and former Danity Kane star Dawn Richard takes the stand with shocking new abuse allegations. From explicit “freak off” revelations and blackmail threats to brutal beatings and celebrity drama, the prosecution’s case against Sean “Diddy” Combs grows darker and more tangled. As new witnesses and digital evidence loom, and the defense fig...
Mark as Played

Saturday 5/17 End Of Week 2. Cassie's Final Stand

May 17, 2025 • 8 mins
 New Episodes Daily Monday thru Saturday 

It’s the end of a seismic week in the Diddy trial as Cassie Ventura, eight months pregnant, faces her final, grueling day of cross-examination. The defense bombards her with explicit texts, questions about her past, and accusations of financial motives, while Cassie stands firm, insisting her words masked years of coercion and fear. The courtroom reels as explicit evidence is revealed, new w...
Mark as Played

Friday 5/16 Day 10. Cassie Under Fire

May 16, 2025 • 8 mins
Day 10 of the Diddy trial brings relentless courtroom drama as Cassie Ventura, eight months pregnant, endures a marathon cross-examination. The defense bombards her with explicit texts, questions about her past, and accusations of financial motives, while Cassie stands firm on claims of coercion, violence, and control. Tensions explode over evidence, legal teams clash, and the judge struggles to keep order. Outside, tabloids and so...
Mark as Played

Thursday 5/15 Day 9. Secrets, Scandals, and Showdowns

May 15, 2025 • 7 mins
Day 9 of the Diddy trial erupts with fierce cross-examination as Daniel Phillip faces the defense’s relentless grilling over his “freak off” party testimony. A former personal assistant reveals the secretive, high-pressure world inside Diddy’s camp, including hush money deliveries and Cassie’s visible bruises. Emotions run high in the courtroom, with Diddy’s family shaken and the jury riveted by every detail. Outside, rumors swirl ...
Mark as Played

Wednesday 5/14 Day 8. Cassie Breaks Her Silence

May 14, 2025 • 6 mins
Cassie Ventura takes the stand in a dramatic day of testimony that leaves the courtroom-and the internet-reeling. She details years of alleged abuse, control, and the infamous “freak off” parties at the heart of the prosecution’s case against Diddy. The jury watches shocking hotel surveillance footage, while a former stripper testifies about secret encounters and threats. Emotions run high as Diddy’s family reacts and social media ...
Mark as Played

Tuesday 5/13 Day 7. Hotel Video Bombshell

May 13, 2025 • 8 mins
Day 7 of the Diddy trial explodes with scandal as shocking hotel surveillance footage is played for the jury and a former stripper exposes the dark secrets of Diddy’s notorious “freak off” parties. Cassie’s looming testimony and the mysterious disappearance of a key witness send rumor mills into overdrive, while celebrity entourages and reality stars swarm the courthouse. From inside the packed courtroom to the chaos outside, Nate ...
Mark as Played

Monday 5/12 Day 6. Opening Shots

May 12, 2025 • 7 mins
The trial of Sean “Diddy” Combs officially begins as both sides deliver powerful opening statements in federal court. Prosecutors paint a picture of decades-long coercion and abuse, detailing “Freak Off” parties, control through drugs and fear, and witness intimidation. The defense fires back, calling the accusations exaggerated, consensual, and fueled by fame and revenge. Cassie Ventura is confirmed to testify later this week, and...
Mark as Played

Friday 5/9 Day 5. The Vanishing Witness

May 9, 2025 • 6 mins
New episodes every weekday.

On the final day of jury selection in Sean “Diddy” Combs’ federal sex trafficking trial, prosecutors reveal a shocking twist: one of their key witnesses has gone missing. Known as Victim Three, she was expected to provide pivotal testimony. Meanwhile, Cassie Ventura is confirmed to testify under her full legal name as the courtroom braces for opening statements. With the jury now seated and both legal tea...
Mark as Played

Thursday 5/8 Day 4. The Final Cut

May 8, 2025 • 5 mins
Jury selection hits a milestone as 45 potential jurors are qualified in Sean “Diddy” Combs’ sex trafficking trial. The courtroom prepares for final selections, but tension rises after attorney Mark Geragos’ controversial podcast remark sparks a stern rebuke from the judge. Inside court, Diddy appears focused, while outside, media and protestors circle. With opening statements just days away, both sides ready their narratives for wh...
Mark as Played

Wednesday 5/7 Day 3. Everyone has an Opinion

May 7, 2025 • 7 mins
As jury selection nears completion in the federal sex trafficking trial of Sean “Diddy” Combs, tensions rise both inside and outside the courtroom. Judge Subramanian dismisses jurors for bias, internet influence, and even HBO connections, while blasting attorney Mark Geragos for inflammatory remarks on a podcast. With thirty-five jurors qualified and opening statements looming, the court braces for a trial full of shocking testimon...
Mark as Played

Popular Podcasts

    Boysober

    Boysober

    Have you ever wondered what life might be like if you stopped worrying about being wanted, and focused on understanding what you actually want? That was the question Hope Woodard asked herself after a string of situationships inspired her to take a break from sex and dating. She went "boysober," a personal concept that sparked a global movement among women looking to prioritize themselves over men. Now, Hope is looking to expand the ways we explore our relationship to relationships. Taking a bold, unfiltered look into modern love, romance, and self-discovery, Boysober will dive into messy stories about dating, sex, love, friendship, and breaking generational patterns—all with humor, vulnerability, and a fresh perspective.

    On Purpose with Jay Shetty

    On Purpose with Jay Shetty

    I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

    Dateline NBC

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Post Run High

    Post Run High

    The perfect companion to Kate Mackz's popular online series The Running Interview Show, Post Run High captures the feel-good energy and real, unfiltered conversations that flow after a great run. Each episode dives into stories, insights, and candid moments with inspiring guests—from entrepreneurs to well-known public figures. Tune in for conversations that get real when the endorphins kick in.

    The Breakfast Club

    The Breakfast Club

    The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy And Charlamagne Tha God!

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

Explore

iHeart

Live Radio

Podcasts

Artist Radio

Exclusives

News

Features

Events

Contests

Photos

Information

About

Advertise

Blog

Brand Guidelines

Contest Guidelines

Subscription Offers

Jobs

Get the App

Automotive

Home

Mobile

Wearables

© 2025 iHeartMedia, Inc.