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Part 9: Jess Hilarious on Charlamagne's Ties to Jay-Z: He's In Love with Jay, He's a Stan
Part 1: Jess Hilarious on Growing Up in Baltimore, Does the "Aaron Earned an Iron Urn" Challenge
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Jess Hilarious sits down with VladTV to address the fallout from her comments on Blessing Rose’s claim that biological women “do not own womanhood,” explaining how the debate pulled in TS Madison and sparked a wider conversation about trans women, womanhood, comedy, and online backlash. Jess reflects on her past friendly exchanges with Madison, why she felt their disagreement should have stayed public, and how insults like “Robert Townsend” and Petey Pablo comparisons became part of the back-and-forth.
She also responds to DJ Akademiks saying he thought she was transgender, saying it came after she called him a “fat dyke,” and discusses how her Baltimore delivery, raspy voice, and tough style may shape public perception. The conversation also touches on Charlamagne, Carlos King, Atlanta, and the idea of a modern Queens of Comedy-style lineup while Jess explains her approach to jokes, clapbacks, and controversy.
