Brooke and Jeffrey Brooke and Jeffrey

FULL SHOW: Modern Cinderella Date UPDATE, Funeral Crasher Secret + Viral Taco Bell Teen (11/5/26)

Nov 5, 2026 · 54m

Summary

Brooke and Jeffrey discuss Anthropic’s new policy banning abusive behavior toward AI chatbots, followed by a game where they guess real versus fake Monopoly editions. A masked speaker shares a story about accidentally crashing a wake, while a listener’s friend gets pranked by a fake surrogacy call. The hosts also check in on a couple’s relationship, noting the man’s slow pace and the woman’s mother’s similar affectionate habits.

Topics discussed

Sponsor reads: Starbucks, Rhapsido, and Grainger Show intro and website promotion Anthropic warns users not to be cruel to Claude AI Monopoly game: Real or made-up editions? Masked Speaker: Accidentally crashing a wake Phone tap: Surrogacy mix-up with Stoner Max Sponsor reads: Botox and California manufacturing Dating update: Claire and the shoe store employee Claire and Dan: Second date update and family dynamics Sponsor reads: Botox and California manufacturing TikTok Click Shock: Viral videos and gaming TikTok Click Shock: Fast food worker GoFundMe Sponsor read: Botox for chronic migraine Trivia game with Jessica and Brooke Sponsor reads: Vivgard and trading platform Sponsor read: Coca-Cola holiday traditions
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