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Diddy’s AmEx Reveals $47K Escort Hotel Splurge

Diddy’s AmEx Reveals $47K Escort Hotel Splurge
  • PublishedJune 17, 2025

I suppose you barely noticed how Sean “Diddy” Combs’ American Express bills read like a travel brochure for alleged male escorts—don’t worry, I’ll guide you through the mess. During Day 25 of his federal racketeering and sex‐trafficking trial in New York, Special Agent DeLeassa Penland of the U.S. Attorney’s Office mapped out charges that add up to a pretty eye‐watering narrative: nearly $47,000 for a single hotel tab, plane tickets for a supposed escort, and even alias bookings that look straight out of a spy novel.

Penland testified that Combs, singer Cassie Ventura and Jules Theodore—identified by prosecutors as an alleged male escort—checked into the London Hotel in Manhattan on Diddy’s dime. According to flight and hotel invoices, Diddy’s AmEx covered Virgin America tickets for Theodore and a suite complete with damages billed to Bad Boy Entertainment. The agent also flagged a coast‐to‐coast American Airlines flight from New York to Los Angeles, plus a Four Seasons bill in Beverly Hills racking up charges for another acquaintance going by Clayton Howard, AKA “Dave.” If you’re thinking that sounds like excessive corporate hospitality, you’re right; just don’t tell that to the defense.

Just when you thought it couldn’t get more elaborate, Penland rolled out records showing a Times Square InterContinental penthouse booked under the name “Frank Black”—one of Combs’ known aliases. That stay alone generated a staggering $46,786 AmEx charge for damages. More invoices surfaced for a Riverhead hotel in the Hamptons, all under Diddy’s accounts. As if transactional proof wasn’t juicy enough, the government introduced a series of text messages exchanged between Diddy and Cassie on March 5–6, 2016—the same night a video surfaced of him assaulting her at another InterContinental in L.A. Cassie’s “You are sick to think it is OK to do what you have done” popped up on the stand, followed by Diddy’s spree of “Call me. Help” and “If you don’t pick up you’ll never hear my voice again.” Spoiler alert: she didn’t answer.

These revelations come straight from court testimony shared by TMZ and corroborated by People, painting a picture that’s hard to ignore. Defense attorneys will likely argue these are normal celebrity perks, but prosecutors are framing them as circumstantial proof of a wider pattern of exploitation and concealment. So, next time you skim your own credit‐card statement, just be grateful you don’t need “Frank Black” for a room upgrade.

Glad I could clear that up for you—hopefully that wasn’t too convoluted now that you finally understand!

Sources: Celebrity Storm and Tmz.com, People.com
Attribution: Creative Commons Licensed

Written By
Jordan Collins

Jordan Collins is a talented journalist known for their insightful takes on the world of celebrity culture. With a unique blend of wit and intellect, Jordan’s writing brings a refreshing perspective to both breaking news and in-depth features. They have a natural curiosity that leads them to uncover the stories that others might miss, always focusing on the bigger picture behind the headlines. When not chasing the latest gossip, Jordan enjoys photography, exploring new music, and advocating for social change through their work. Their commitment to fairness and representation is at the heart of every story they tell.