Diddy's 'Tootsie Roll' Revealed, Cassie Cross-Exam
Crime Stories with Nancy Grace
iHeartPodcasts and CrimeOnline
4.2 • 8.1K Ratings
🗓️ 15 May 2025
⏱️ 44 minutes
🧾️ Download transcript
Summary
Casandra “Cassie” Ventura, the government’s star witness, took the stand today for the first day of cross-examination and faced questioning by Sean "Diddy" Combs’ $10 million defense team.
She previously spent two days detailing the alleged physical, emotional, and sexual abuse she says she endured during her decade-long relationship with the disgraced rap mogul.
At the center of Combs’ defense today was the claim that Ventura was never coerced into participating in "freak offs," as she testified earlier. The defense pointed to text messages, including one Ventura sent to Combs in 2009 that read, “I’m always ready to freak off lolol.” Ventura remained composed and held her ground when confronted with the explicit messages. She testified that she eventually began to feel Combs was exploiting her.
Combs’ defense team is expected to continue cross-examining Ventura through Friday morning.
Follow Crime Stories with Nancy Grace for the latest testimony in rap mogul Sean "Diddy" Combs' sex-trafficking trial
Joining Nancy Grace today:
-
Greg Morse - Criminal Defense Attorney of Morse Legal, author of “The Untested” found on Amazon; website: morselegal.com
-
Dr. Bethany Marshall - Psychoanalyst, Author of "Deal Breaker: When to work on a relationship and when to walk away,” and featured in hit show: "Paris in Love" on Peacock; Instagram & TikTok: drbethanymarshall, X: @DrBethanyLive
-
Chris McDonough - Director at the Cold Case Foundation, Former Homicide Detective [worked over 300 homicides in 25-year career and trained the first Native American Homicide Task Force] Host of YouTube channel, "The Interview Room."
-
Lynn Shaw - Founder and Executive Director of Lynn's Warriors - an organization committed to ending human trafficking and sexual exploitation, Host of Lynn's Warriors on YouTube,; X: @lynns_warriors Youtube: @LynnsWarriors
-
Rob Shuter - Host: Naughty But Nice Podcast, Former Publicist of Sean Combs, and Author: "The 4 Word Answer", radaronline.com; IG: @naughtygossip
-
Lauren Conlin- Investigative Journalist, Host of The Outlier Podcast, and also Host of "Corruption: What Happened to Grant Solomon; X- @Conlin_Lauren/ Instagram- @LaurenEmilyConlin/YouTube- @LaurenConlin4
-
Sydney Sumner - CrimeOnline Investigative Reporter
See omnystudio.com/listener for privacy information.
Transcript
Click on a timestamp to play from that location
| 0:00.0 | You're listening to an I-Heart podcast. |
| 0:05.7 | Crime Stories with Nancy Grace. |
| 0:11.7 | Sean Combs, Diddy's titsy role revealed as Cassie Ventura on cross-examination all day. |
| 0:21.6 | I'm Nancy Grace. |
| 0:22.6 | This is crime stories. |
| 0:23.6 | Thank you for being with us. |
| 0:25.6 | Black eyes, fat lips, mouth sores, many UTIs. |
| 0:29.6 | She was expected to go through with these freak-offs. |
| 0:32.6 | And I think many of us watching here all feel the same way. |
| 0:36.6 | I mean, justice for Cassie, Nancy. |
| 0:42.8 | Joining us at the courthouse, having sat through testimony all day, investigative reporter, co-host, Pop Crime TV, Lauren Conlon. |
| 0:52.5 | Lauren, thank you for being with us. |
| 0:53.7 | I cannot believe Lauren Conlon that one of the questions that was solicited testimony from Cassie on cross-exam was where Sean Combs, Diddy, actually claims that hotel beatdown of Cassie Ventura hurt his career. That's their takeaway from him beating her |
| 1:16.5 | to an inch of her life that, hey, didn't you know this is going to ruin his career? Seriously? |
| 1:23.4 | Yes, the defense kind of honed in on the fact of her lawsuit as well, her 2023 lawsuit. |
| 1:29.8 | They asked her on the stand, well, what do you think happened to Sean Holmes' career after you filed this lawsuit? |
| 1:36.5 | There were some objections, but initially Cassie had to testify that, yeah, it didn't help. |
| 1:42.5 | But that was a pretty incredible moment, Nancy. |
| 1:44.9 | Whoa, whoa, whoa, what? You mean the state did not stand up that moment and object? |
| 1:51.5 | They let her start answering? What's wrong with them? |
| 1:55.6 | Well, they objected, and then the defense had to rephrase the question a few times. |
| 2:00.0 | And it seems like that's happening a lot here. |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from iHeartPodcasts and CrimeOnline, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of iHeartPodcasts and CrimeOnline and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.