Diddy: Did He Do It? The Sex Crimes Trial of Sean "Diddy" Combs Podcast By Caloroga Shark Media cover art

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

By: Caloroga Shark Media
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About this listen

 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.comCaloroga Shark Media Social Sciences True Crime
Episodes
  • Sunday 6/8. Bonus: Inside the “Freak Off” Machine — Power, Secrecy, and Survival in Diddy’s World

    Sunday 6/8. Bonus: Inside the “Freak Off” Machine — Power, Secrecy, and Survival in Diddy’s World
    Jun 8 2025
    With the courtroom dark for the weekend, Nate Oliver pulls back the curtain on the infamous “freak off” parties at the heart of the Diddy trial. Through chilling testimony from Cassie, assistants, hotel staff, and male escorts, discover how these nights were meticulously planned, enforced with NDAs and cash, and fueled by drugs, fear, and control. From luxury suites trashed with oil and candle wax to the psychological toll on everyone involved, this episode exposes the machinery of silence, blackmail, and trauma behind the headlines. Did He Do It? delivers the most in-depth look yet at the secret rituals that prosecutors say powered Diddy’s empire.






    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
    Show more Show less
    9 mins
  • Saturday 6/7. “Broken, Exhausted, and Desperate to Escape” — Jane’s Shocking Account of Diddy’s ‘Freak Offs’

    Saturday 6/7. “Broken, Exhausted, and Desperate to Escape” — Jane’s Shocking Account of Diddy’s ‘Freak Offs’
    Jun 7 2025
    On Day 25, the trial’s focus shifts to Jane, whose graphic testimony reveals a world of relentless sexual coercion, drug-fueled “freak offs,” and psychological manipulation. Jane recounts how Diddy orchestrated hotel nights, forced her into encounters with male escorts, and threatened her home and safety if she refused. With photos, audio, and a paper trail of cash and text messages, the prosecution builds its most disturbing case yet. Nate Oliver breaks down every harrowing detail and what it means as the trial enters a new phase.

    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
    Show more Show less
    9 mins
  • Friday 6/6 Day 25. “I Still Wake Up Screaming” — Bongolan’s Balcony Terror, Bruises, and Diddy’s Fury

    Friday 6/6 Day 25. “I Still Wake Up Screaming” — Bongolan’s Balcony Terror, Bruises, and Diddy’s Fury
    Jun 6 2025
    Day 25 erupts as Bryana Bongolan faces fierce cross-examination, standing firm on her story of being dangled over a 17-story balcony by Diddy. She reveals new threats, chilling flashbacks, and the lifelong trauma she and Cassie endured. Forensic experts and Bad Boy’s ex-CFO back up her account with photos, payment records, and a paper trail of hush money and cover-ups. With the judge warning Diddy for trying to sway the jury and the prosecution previewing more victims, Nate Oliver unpacks every explosive moment from a day that left the courtroom—and the country—shaken.

    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
    Show more Show less
    9 mins
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