Kylie on Shocking Fan Gifts, Karaoke Bangers & Helping A Couple Get Engaged w/ Caleb Hearon

April 2, 2026·1 hr 12 min·5 clips

Kylie Kelce tells TMZ to 'suck my ass' after relentless questions about her brother's wedding.

Kylie Kelce hosts this episode of "Not Gonna Lie," joined later by comedian and friend Caleb Hearn. The episode blends personal updates, audience questions, and casual conversation between the two hosts. Kylie details a family vacation to Hawaii with her four young children and multiple grandparents, describing it as "parenting in a different zip code." She shares humorous child mispronunciations like "speed lemon" for speed limit and "materwellen" for watermelon. Kylie firmly addresses intrusive public questions about her family's private life, particularly regarding potential wedding plans. The "Doom Scroll" segment features a viral clip from Queen Emma about not wanting children and a story about helping a coworker, James, propose to his girlfriend in Italy. Kylie explains the elaborate, comically flawed plan to surprise the fiancée during a fake filming segment. Caleb Hearn discusses his pre-show ritual of eating rotisserie chicken and the contents of his performance rider, including Dr. Pepper and packable snacks. The conversation touches on their first meeting, Caleb's upcoming visit to Philadelphia, and their mutual love for a local chicken restaurant. A surprising insight is Kylie's strategic approach to playing hide-and-seek with her kids, where she hides with a snack and phone to buy herself quiet time. Caleb reveals his mother's unexpected shift to consuming cannabis edibles while watching "Law & Order: SVU" after previously being anti-weed. The story of the proposal highlights how the simple plan devolved into Kylie and Queen Emma desperately prompting the nervous James on camera. Kylie emphasizes that vacationing with very young children is less about relaxation and more about logistical management with extra help. The tone is highly conversational, candid, and filled with humorous, self-deprecating anecdotes. The style is informal and rambling, moving between prepared segments and spontaneous, tangent-filled dialogue. Listeners who enjoy unfiltered, comedic glimpses into family life and casual friend banter will love this episode. Those seeking structured interviews or focused topical discussions might find it too meandering.

As heard by us

Loose, funny, and candid, this is Kylie at her most comfortably off-script.

Kylie Kelsey keeps the episode loose, funny, and easy to follow, drifting from Philly fandom and new-dog-life chatter into pastries, pineapple whip, and a few restaurant jokes with a sharper edge.

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Why you'd press play

Press play if you want Kylie and Caleb to turn a loose, Philly-leaning hangout into a fast-moving listen.

Read the full recommendation in PlayNext →

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