Menu
Sign In Search Podcasts Libraries Charts People & Topics Add Podcast API Blog Pricing
Podcast Image

DISGRACELAND

Sean “Diddy” Combs (Pt. 2): The Explicit Story Behind the Indictments

10 May 2026

Transcription

Chapter 1: What recent allegations have been made against Sean Diddy Combs?

1.516 - 12.083 Unknown

This is exactly right.

0

13.801 - 35.256 Jake Brennan

Another podcast from some SNL late night comedy guy. Not quite. On Humor Me with Robert Smigel and Friends, me and hilarious guests from Bob Odenkirk to David Letterman help make you funnier. This week, my guests, SNL's Mikey Day and head writer Streeter Seidel, help an acapella band with their between songs banter. Where does your group perform? We do some retirement homes.

0

35.436 - 45.774 Jake Brennan

Those people are starving for banter. Listen to Humor Me with Robert Smigel and friends on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. On the Look Back At It podcast.

0

46.014 - 51.542 Unknown

1979, that was a big moment for me. 84 was big to me. I'm Sam J. And I'm Alex English.

0

51.742 - 61.434 Jake Brennan

Each episode, we pick a year, unpack what went down, and try to make sense of how we survived it. With our friends, fellow comedians, and favorite authors. Like Mark Lamont Hill on the 80s.

61.774 - 68.102 Sam Jay

It was a wild year. I don't think there's a more important year for black people.

68.122 - 90.366 Jake Brennan

Listen to Look Back at It on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Your 20s can be so exciting, but they can also be really overwhelming, confusing, and honestly, just kind of lonely. May is Mental Health Awareness Month, and the psychology of your 20s is breaking down the science behind the biggest roadblocks we face.

90.346 - 96.632 Jake Brennan

I was six years into my career, the 80-hour weeks and just the first one in, the last one out, and I ended up burning out.

96.692 - 104.84 Unknown

There was a large chunk of my 20s that I was just so wanting to be out of that phase, out of my skin, and I just really regret not living in the present more.

Chapter 2: How did the civil lawsuit from Cassie Ventura impact Diddy's career?

589.921 - 617.514 Jake Brennan

As an actor. As a television producer. You start a clothing line. A vodka brand. A television network. By the year 2022, you're a billionaire. And your hustle never stops. All the while, you've worked hard, but you played even harder. You heard the stories. Back when you were coming up. The men who knew your father cursed Frank Lucas, the man believed to be responsible for your dad's death.

0

618.177 - 644.372 Jake Brennan

And they praised his rival Harlem gangster, Nicky Burns. Unlike Frank, who patterned himself after a boring boardroom executive, Nikki had style. Nikki rocked a different tailored suit every night of the week, floor-length furs, luxury cars, a fleet of luxury cars, multiple homes, and multiple apartments scattered about the city, each for a different woman.

0

644.352 - 664.909 Jake Brennan

Nicky was a gangster, sure, but he was also on the cover of the New York Times Magazine, decked out in his finest swag, looking like the motherfucking pimp king hustler that he was born to be. He loved the image because you were born to be a gangster, born to be a pimp king hustler as well. So you co-opted Nicky's image for your own.

0

665.581 - 690.964 Jake Brennan

And when you finally made it, when they let you in, into the private corridors of power, where the whispers became a little more full-throated, where the man who pulled the strings dished on how the real players let off steam, you were all ears. Alan Carr was a talent guy turned producer, just like you, but from back in the 70s. And his parties were still being talked about.

0

691.865 - 715.228 Jake Brennan

Everyone got laid at Alan's parties. Didn't matter if you were openly gay like Alan or a gangster like Nicky Barnes. Didn't matter if you were Rod Stewart or Rod Steiger, Diana Ross or David Geffen. The debauchery at Alan's Hollywood home parties was everywhere. The muscle-bound men, different kinds of hustlers than the ones you were familiar with. Legend was that Allen had them bust in.

715.929 - 739.868 Jake Brennan

A-listers, pool boys, starlets, whatever kind of sex you wanted, it was there for you at Allen's because if you were at Allen's, you'd earned it. You were in the entertainment business and you were ascending. Some took it too far. When you're afforded that type of pleasure, when whatever you want is available to you whenever you want it, how do you draw the line?

741.721 - 767.045 Jake Brennan

The internationally famous Russian ballet dancer, Rudolf Nureyev, had no line. In Hollywood, in 1974, he was being fetid. Alan Carr was going to make sure Nureyev had whatever he desired at his party. So right there at Alan's, out in the pool house, while the party swung in that West Coast summer breeze easy kind of way. While Mick Jagger talked up Sidney Poitier by the pool.

767.706 - 797.074 Jake Brennan

While Alice Cooper and Salvador Dali shared a joint off the patio, watching Mae West sip her cocktail. With Joan Didion and Dominic Dunn watching it all. Rudolf Nureyev's screams of ecstasy gave Al and Kara's outdoor sound system a run for its money. As you heard the story years later, those moans came from the pool house, where, outside, a line of 25 hustlers waited to take on Nureyev inside.

797.425 - 824.42 Jake Brennan

Word was, the ballet dancer had them all in succession that afternoon, while the drinks and the gossip spilled out by the pool in equal measure, all nonchalant-like. That kind of hedonism was next level. Alan Carr, Nicky Barnes, hell, even Bill Clinton. That dude got his in the White House while married, America found out, and dude was like, yeah, so what? I'm the first black president.

Chapter 3: What details are revealed in the federal indictments against Diddy?

953.699 - 954.36 Dani Shapiro

I'm Sam Jay.

0

954.62 - 966.153 Jake Brennan

And I'm Alex English. Each episode, we pick a year, unpack what went down, and try to make sense of how we survived it. Including a recent episode with Mark Lamont Hill waxing all about crack in the 80s.

0

966.554 - 973.768 Sam Jay

To be clear, 84 was big to me, not just because of crack. I'm down to talk about crack all day, but just so y'all know.

0

973.788 - 980.961 Unknown

I mean, at this point, Mark, this is the second episode where we've discussed crack. So I'm starting to see that there's a through line. We also have eggs on the table right now.

0

980.981 - 993.043 Sam Jay

Thank you for finishing that sentence. Yes. I don't think there's a more important year for black people. Really? Yeah. For me, it's one of the most important years for black people in American history.

993.125 - 999.181 Jake Brennan

Listen to Look Back at It on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.

999.602 - 1014.452 Dani Shapiro

Your husband is not who you think he is. Your body is not what you thought it was. Your identity is formed by a secret history. I'm Dani Shapiro, and these are just a few of the stunning stories I'll be exploring on the 14th season of Family Secrets.

1015.153 - 1023.948 Alex English

And just then, we felt the plane turn in the air, so much so that the bags that were under people's seats just kind of flew into the aisle.

1024.429 - 1035.1 Dani Shapiro

Each week, we dive headfirst into the complex power of secrecy. how it shapes our identities and relationships, and how it ultimately can reveal to us our truest selves.

Chapter 4: What role did Cassie Ventura play in Diddy's life and controversies?

1218.743 - 1243.874 Jake Brennan

Her talent had a lot to do with it, but her boyfriend, being one of the most powerful entities in the music industry, also helped. However, flexing your power came with a price. You were not a stupid man. You weren't going to make Cassie a star without getting what you wanted in return. There were rules. Actually, there was only one real rule, and it was this. You controlled everything.

0

1244.535 - 1266.198 Jake Brennan

And not just when it came to Cassie's career. You controlled her personal life as well. Where she lived, how she traveled, who she traveled with, what she drove, what doctor she saw. Hell, you even had her doctor send over her medical records for you to review. You paid for her apartments, one in Manhattan within walking distance of your place and another in LA, also close by your home.

0

1266.779 - 1284.928 Jake Brennan

You paid for her car, for her food, for her makeup, her clothes, and in effect, the money you provided along with your position as head of the record label that employed Cassie Ventura. In totality, you controlled her life entirely. You made sure the drugs you took were the drugs she took.

0

1284.948 - 1306.344 Jake Brennan

By this point, you were addicted to prescription painkillers, so you instructed your staff to keep pills readily available for you wherever you went. And you took them at all times, especially when you drank. So when Cassie drank, you made her take the pills as well. Drugs and alcohol were a must during the freak-offs. And now you were hosting mini-freak-offs.

0

1306.965 - 1326.628 Jake Brennan

And they were easier to pull off than the major bashes with hundreds of sex freaks. You could host a mini-freak-off at a hotel on the fly while you were traveling, and the cleanup would be minimal compared to hosting at your home. Cassie would later allege that her participation at these mini-FOs, as you were now calling them, was mandatory.

1326.76 - 1347.233 Jake Brennan

Increasingly, for you, watching your beautiful girlfriend perform sexually with other men was what did it for you the most. And as others have claimed, the men had to be of a certain type. Big, black, and massively endowed. Cassie did what she was told. What else was she going to do? It's not like she had a choice.

1347.854 - 1371.499 Jake Brennan

You were in control, as a gangster pimp king hustler should be, and as Cassie Ventura now claims. You even had her source the hustlers from various websites and had her work with your staff to arrange for the hustlers to travel to your homes and to various hotels where you were now hosting these mini freak-offs, effectively forcing your girlfriend into sex trafficking. Or so the allegations state.

1372.745 - 1394.888 Jake Brennan

Cassie claims that for a period of your relationship, you insisted on a freak-off every week. You Svengali'd these affairs in their entirety, insisting Cassie search for the Hustlers online using the search term, large black penises, and also insisting Cassie paint her nails white to better contrast against the color of the Hustlers' big black, well, you get the picture.

1396.707 - 1421.394 Jake Brennan

Sometimes, the freak-offs lasted for days. The drugs, the alcohol, and the copious amounts of Astroglad kept it all humming. But now, this particular mini-freak-off was nearly over, and you'd taken care of yourself for a final time, and were now insisting that Cassie continue with one of the male sex workers. She was going through the motions, and so was he. You didn't care.

Comments

There are no comments yet.

Please log in to write the first comment.