Jay Gets Real Answering Your Steamiest Questions

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 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!

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 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!

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 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

How to Overcome Self-Doubt, Find Inner Strength and Build the Confidence You Deserve

In this second part of Jay’s conversation with Eddie Carrington, he leads an inspiring and heartfelt talk where, together, they explore the profound topics of self-worth, self-motivation, and the journey to inner happiness. They both open up about their personal experiences, sharing powerful anecdotes and practical wisdom that encourage listeners to embrace their individuality and cultivate resilience. Their intimate discussion touches on overcoming negative self-talk, setting small but meaningful goals, and the importance of being your own biggest supporter. From navigating the challenges of launching a new podcast to fostering healthy relationships and finding joy in solitude, Eddie and Jay offer actionable insights that listeners can apply to their own lives. This episode is a reminder that resilience, self-love, and personal growth are within everyone’s reach. Episode Highlights 00:00 – Introduction: Welcome to Deep. 00:36 – Part 2 with Eddie Carrington Begins: Building on a powerful first conversation. 01:02 – Bite-Sized Achievements: How small wins lead to big change. 02:50 – Overcoming Self-Doubt: Breaking free from the inner critic. 04:38 – The Power of Self-Motivation: Fueling your drive from within. 06:29 – Embracing Your Own Strength: Recognizing and celebrating your unique abilities. 16:33 – Finding Joy in Solitude: The beauty of being comfortable with oneself. 20:56 – Healthy Relationships and Self-Worth: How to nurture self-respect while building meaningful connections. 25:50 – Final Thoughts and Deep End Segment: Eddie and Jay share closing reflections and practical takeaways. 30:23 – Closing Remarks and Credits. Write to me at: GoDeep@deeppodcast.studio [GoDeep@deeppodcast.studio] Follow me at @deepwithjay or @furrypup

Gay Men & Body Image: The Pressure to Be Perfect in Fitness Culture

In this week’s episode of Deep, Jay sits down with the multi-hyphenate Eddie Carrington—national aerobics champion, Equinox fitness instructor, model, and coach—to explore how gay men approach exercise, fitness, and body image. Together, they unpack the often skewed perceptions we have of our own bodies in pursuit of the unattainable. Jay and Eddie dive deep into issues like how we see ourselves, our self-esteem, and the critical role of mental health in fitness. Jay also opens up about his personal struggles with body image and the journey he undertook to overcome them. This episode is packed with practical tips, heartfelt advice, and motivation to help you redefine your relationship with fitness and yourself. In fact, the conversation was so inspiring that it became a two-part special—stay tuned for the second half coming soon! Don’t miss this powerful, no-nonsense “kick in the ass” you didn’t know you needed! 00:00 Introduction and Guest Welcome 00:58 Eddie's Aerobics Journey 02:15 Training and Commitment 04:29 The Importance of Mental Readiness 04:56 Diving into Fitness and Body Image 05:20 Eddie's Fitness Journey 10:23 Struggles with Self-Image 15:07 The Impact of Social Media 21:19 The Struggles of Early Modeling 21:58 Authenticity and Charisma in the Industry 23:10 The Role of a Tough Coach 26:15 Success Through Small Goals 34:54 The Importance of Movement at Any Age 38:19 Conclusion and Next Episode Teaser Write to me at: GoDeep@deeppodcast.studio [GoDeep@deeppodcast.studio] Follow me at @deepwithjay or @furrypup