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 involved.

00:00 Introduction and Welcome

00:43 Season One Recap and Reflections

01:38 Listener Feedback and Future Plans

02:40 Personal Reflections and Gratitude

04:31 Episode Highlights and Behind the Scenes

10:00 Deep Conversations and Vulnerability

16:10 Exploring Mental Health

18:59 Personal Stories and Coming Out

20:23 Body Image and Fitness

23:00 Life Updates and Listener Questions

26:36 Finale and Thank You

Connect with Us:

• Follow Deep on @deepwithjay for updates, exclusive content, and more.
• Want to share your own hookup story? Submit it anonymously at questions@deeppodcast.studio—you might just hear it on the next episode!

Don’t forget to subscribe to Deep with Jay so you never miss an episode. Leave us a review and let us know your favorite moment!

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 reality.

But that’s not all! Sherry and host Jay take it a step further by diving into viewer submissions. That’s right—this episode features YOUR juiciest, funniest, and most cringe-worthy hookup confessions. From awkward encounters to steamy surprises, Sherry and Jay read, react, and, of course, add their signature commentary.

You’re going to LOVE this episode. Sherry Vine brings her signature wit and charm to the conversation, while Jay adds the perfect dose of cheeky humor. It’s outrageous, it’s enlightening, and it’s guaranteed to make you laugh out loud. So grab your headphones, because this episode is one for the books.

Episode Breakdown:

• 00:00 Welcome and Introduction
• 00:24 Meet the incomparable Sherry Vine
• 01:51 Life, career updates, and what’s next for Sherry
• 02:58 Theater dreams and acting aspirations
• 07:36 Hot hookup stories and wild experiences
• 10:59 The evolution of hookup culture: pre-app vs. app era
• 13:46 Navigating hookup apps like a pro
• 14:12 Unexpected encounters (and a few surprises!)
• 19:10 Safety tips and preferences when it comes to hookups
• 27:30 Fetishes, fantasies, and unique requests
• 33:03 Awkward hookup stories you need to hear to believe
• 33:32 The infamous "No Door Dilemma"
• 33:42 Porn preferences and guilty pleasures
• 34:36 When theft and trust issues ruin the mood
• 39:06 Nudes, blackmail, and keeping things secure
• 40:45 Foot fetishes and unexpected kinks
• 45:00 Viewer Submissions: Sherry and Jay react to your hookup confessions
• 50:23 Craziest hookup locations (spoiler: you’ll never guess!)
• 53:55 Sherry’s Sex and Drag documentary: the story behind the story
• 58:45 Final thoughts, laughs, and farewell

Connect with Us:

• Follow Deep on @deepwithjay for updates, exclusive content, and more.
• Want to share your own hookup story? Submit it anonymously at questions@deeppodcast.studio—you might just hear it on the next episode!
• Keep up with Sherry Vine @misssherryvine—she’s a must-follow for all things fun and fabulous.

Don’t forget to subscribe to Deep with Jay so you never miss an episode. If you loved this chat with Sherry Vine (and we know you did), leave us a review and let us know your favorite moment!

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 relatable episode of Deep!

Highlights:
00:00 Intro & Episode Overview
01:26 Portola Music Festival & Sober Reflections
07:55 TV Binge Recap
12:46 Phone Woes & Social Media Struggles
18:28 Listener Q&A: Sexy Vibes, Preferences, & More
33:51 The Deep End: TikTok Ads Rant