Deep with Jay
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Podcast Overview
<p>DEEP is a weekly show hosted by Jay Wilkerson. Here nothing is off limits!<br><br>Each episode we dive DEEP into the fun, the sexy and the downright provocative exploration of the stories, ideas and conversations that make us think, laugh and maybe even blush a little bit.<br><br>So, get comfortable, open your mind and get ready to go DEEP!</p>
Language
🇺🇲
Publishing Since
8/5/2025
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Recent Episodes
October 22, 2025
That's a Wrap: DEEP Season 1 Finale
In the season one finale of 'Deep,' host Jay aka Furry Pup reflects on the podcast journey so far, recapping key moments, guests, and episodes. Jay discusses the evolution of the show, personal growth, and memorable topics such as relationships, mental health, body image, and more. Featuring heartfelt gratitude for listeners, the episode underscores the podcast's mission of diving into sexy, messy, and unwell conversations. Jay also teases future content and invites fans to stay connected and...
October 15, 2025
Hookup Confession with Sherry Vine
Hold onto your wigs and prepare for an unfiltered, jaw-dropping ride, because this week on Deep, Jay gets into the nitty-gritty of hookups with the one and only Sherry Vine! Sherry, legendary drag queen (and self-proclaimed “wh&re”), joins Jay for a no-holds-barred chat where they explore the wild world of hookups—think straight-identifying men who are into drag queens, fetishes you didn’t know existed, and the evolution of hookup culture from pre-app cruising to today’s swipe-right reali...
October 8, 2025
Jay Gets Real Answering Your Steamiest Questions
In this episode Jay gets super personal with listeners—no interviews, no filters, just Jay catching up. From attending the Portola Music Festival in San Francisco while navigating a more sober lifestyle to an unexpected introspective experience on mushrooms, it’s an episode packed with real talk. It is Jay at his most authentic. Plus, Jay answers listener questions in a candid Q&A segment—including some super sexy questions that almost make him blush. Don’t miss this fun, raw, and relatab...
13 total episodes available
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Frequently asked questions
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- What is Deep with Jay?
<p>DEEP is a weekly show hosted by Jay Wilkerson. Here nothing is off limits!<br><br>Each episode we dive DEEP into the fun, the sexy and the downright provocative exploration of the stories, ideas and conversations that make us think, laugh and maybe even blush a little bit.<br><br>So, get comfortable, open your mind and get ready to go DEEP!</p> - How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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