A Naked Proposal (w/ Jimmy Kimmel)

TV icon Jimmy Kimmel (Jimmy Kimmel Live!) joins Nicole to share the story of his naked proposal in Africa, the chaotic early days of his late-night show, and why he once prayed for it to be canceled. Kimmel talks about the best (and worst) New Year's resolutions, his tips for picking the perfect slot machines, and the surprising lessons he learned as a wedding DJ. Plus, he offers some unexpected advice on masturbation—and how taking a break might just change your life. WATCH this episode on YouTube at https://youtu.be/c7gl649E2WQ Write to Nicole! Send your dirty messages to whywontyoudatemepodcast@gmail.com with the subject line "Dirty Message" and Nicole may read it in a future episode. Follow: YouTube: @WhyWontYouDateMePodcast TikTok: @whywontyoudatemepod  Instagram: @nicolebyer X: @nicolebyer Nicole's book: indiebound.org/book/9781524850746 This is a Headgum podcast. Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on Why Won't You Date Me? via Gumball.fm. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.