From federal prison air-conditioning perks to dancing on Napoleon’s floorboards, this episode of Entertainment Baby takes you on a full tour of the celebrity spectrum—rock bottom to billionaire excess and everything in between.

The hosts kick things off with Akon’s incredibly messy, 29-year breakup from his estranged wife Tameka, unpacking why their dueling “zero spousal support” filings in California are basically a financial declaration of war—and what it means for their 17-year-old’s custody as a second legal headache hits: Akon’s recent arrest over a missed court date and a suspended license.

From there, they head inside Sean “Diddy” Combs’ life at low-security FCI Fort Dix, explaining why his coveted chaplain’s assistant job, access to AC, and the high-stakes RDAP rehab program matter so much—before breaking down the quiet extension of his federal sentence and the rumored violations that may have triggered it.

The legal chaos continues with Ray J’s renewed fight against Kim Kardashian and Kris Jenner over an alleged broken $6 million settlement, and TikTok/YouTube star Jack Doherty’s sudden Miami arrest that turns a yacht flex into a mugshot moment overnight.

Then it’s a hard pivot into pure opulence: Kris Jenner’s James Bond–themed 70th birthday bash at Jeff Bezos’ $175 million Beverly Hills mansion, complete with Beyoncé, Jay-Z, Mariah Carey, Meghan and Harry—and guests literally partying on antique floors said to have once hosted Napoleon’s proposal to Josephine. In contrast, Kourtney Kardashian’s intimate candlelit celebration for Travis Barker’s 50th shows a softer, blended-family kind of power.

Reality TV fans get a full BravoCon 2025 breakdown: Vicki Gunvalson’s emotional, franchise-defining return to RHOC for season 20, the potential Tres Amigas reunion, and Kandi Burruss accepting a “Wifetime Achievement” award while officially stepping away from RHOA to star on Broadway in & Juliet.

The conversation then turns introspective with Claire Danes’ “dumb transitional moments” for shedding the darkness of her thriller The Beast in Me, Mark Wahlberg’s fear and pride as his daughter Grace returns to dangerous equestrian competition after a serious injury, and Jelly Roll’s 200-pound weight loss marked by shaving his decade-old signature beard.

Along the way, they spotlight Jackie Oshry’s new baby, the heartbreaking death of beloved Jimmy Kimmel Live! bandleader Cleto Escobedo, a makeup-free Taylor Swift sending the internet into meltdown in her new docuseries trailer, and a rapid-fire tour through GQ Men of the Year, Zootopia II, international premieres, and royal/festival sightings.

Finally, the episode zooms out with Harry and Meghan’s leaked letter hinting at a major return trip to Australia—and what it says about their evolving post-royal power strategy—before landing on the big question behind all these stories: when every private moment can be content, how much of your most dangerous, passionate, or vulnerable self would you actually put on display?