Deep with Jay

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 Welcome00:43 Season One Recap and Reflections01:38 Listener Feedback and Future Plans02:40 Personal Reflections and Gratitude04:31 Episode Highlights and Behind the Scenes10:00 Deep Conversations and Vulnerability16:10 Exploring Mental Health18:59 Personal Stories and Coming Out20:23 Body Image and Fitness23:00 Life Updates and Listener Questions26:36 Finale and Thank YouConnect with Us:Follow Deep on @deepwithjay for updates, exclusive content, and more.Want to share your own hookup story? Submit it anonymously at [email protected]—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 Introduction00:24 Meet the incomparable Sherry Vine01:51 Life, career updates, and what’s next for Sherry02:58 Theater dreams and acting aspirations07:36 Hot hookup stories and wild experiences10:59 The evolution of hookup culture: pre-app vs. app era13:46 Navigating hookup apps like a pro14:12 Unexpected encounters (and a few surprises!)19:10 Safety tips and preferences when it comes to hookups27:30 Fetishes, fantasies, and unique requests33:03 Awkward hookup stories you need to hear to believe33:32 The infamous "No Door Dilemma"33:42 Porn preferences and guilty pleasures34:36 When theft and trust issues ruin the mood39:06 Nudes, blackmail, and keeping things secure40:45 Foot fetishes and unexpected kinks45:00 Viewer Submissions: Sherry and Jay react to your hookup confessions50:23 Craziest hookup locations (spoiler: you’ll never guess!)53:55 Sherry’s Sex and Drag documentary: the story behind the story58:45 Final thoughts, laughs, and farewellConnect with Us:Follow Deep on @deepwithjay for updates, exclusive content, and more.Want to share your own hookup story? Submit it anonymously at [email protected]—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

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 Highlights00:00 – 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: [email protected] me at @deepwithjay or @furrypup

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 Welcome00:58 Eddie's Aerobics Journey02:15 Training and Commitment04:29 The Importance of Mental Readiness04:56 Diving into Fitness and Body Image05:20 Eddie's Fitness Journey10:23 Struggles with Self-Image15:07 The Impact of Social Media21:19 The Struggles of Early Modeling21:58 Authenticity and Charisma in the Industry23:10 The Role of a Tough Coach26:15 Success Through Small Goals34:54 The Importance of Movement at Any Age38:19 Conclusion and Next Episode TeaserWrite to me at: [email protected] me at @deepwithjay or @furrypup

In this deeply personal and moving episode of 'Deep,' host Jay shares his candid and heartfelt coming out story. From his challenging childhood in a small town in Georgia, dealing with parents struggling with addiction, to his experiences with bullying and self-discovery, Jay opens up about his journey to understanding his sexuality. Amidst struggles and family issues, he recounts finding solace in school and theater, which provided an escape and community. Jay discusses the challenges of being outed in high school, the aftermath with his family, and the ultimate acceptance he found.00:00 Introduction: Welcome to Deep00:41 Jay's Coming Out Story Begins01:51 Childhood Struggles and Family Background09:06 Discovering Sexuality and Early Experiences14:52 High School Life and Coming Out25:57 Family Reactions and Acceptance38:50 Reflections on Trauma and Growth52:23 The Deep End: Embracing the Messy Middle55:45 Conclusion and Call to ActionWrite to us at: [email protected] me at: @deepwithjay 

In this episode of Deep, host Jay sits down with long-time friend and special guest Aaron Hall for a heartfelt conversation about their decade-long friendship, past relationship, and the critical topic of mental health. Together, they open up about their personal struggles, offering an honest look at the challenges they’ve faced and the importance of seeking professional help.Jay and Aaron reflect on the emotional toll of the COVID-19 pandemic—tackling themes of isolation, depression, and the transformative power of connection. They share deeply personal stories, emphasizing the value of supportive friends, stepping out of comfort zones, and fostering meaningful social connections.Whether you're navigating your own mental health journey or looking for ways to strengthen relationships, this episode delivers inspiration, vulnerability, and practical tips for building resilience.00:00 Welcome and Introduction01:17 Meet the Guest: Aaron Hall02:22 A Decade of Friendship and Relationships15:26 Navigating Mental Health Challenges24:40 The Sound of Music and Emotional Numbness24:53 A Dark Night and a Lifeline25:29 The Weight of Reaching Out26:38 A Neighbor's Help27:46 Reaching Out to Friends and Family28:27 Early Warning Signs and Seeking Support29:07 The Importance of Showing Up37:28 COVID's Impact on Friendship42:05 Saying Yes to Social Invitations44:46 The Antisocial Epidemic51:29 The Show 'Big Boys' on Hulu54:25 Wrapping Up and Final ThoughtsWrite to me at [email protected] Instagram @deepwithJayYou can follow Aaron @LoganoTronThe article referenced in this episode is from The Atlantic and can be accessed here: https://www.theatlantic.com/magazine/archive/2025/02/american-loneliness-personality-politics/681091/

In this episode of DEEP, Jay takes listeners on a journey through an open and honest "Ask Me Anything" session. He shares personal insights, tackling questions about his biggest fears, future aspirations, fitness strategies, and even some lighthearted and intimate secrets. Packed with humor, heartfelt advice, and genuine moments, this episode is a must-listen for fans of real, unfiltered conversations. Plus, don’t miss Jay’s inspiring perspective on the transformative power of saying ‘thank you.’ Tune in now for Jay’s unique blend of vulnerability, wisdom, and entertainment - You’re sure to love it!00:00 Introduction and Welcome00:39 Life Updates and Personal Stories02:05 Gym Experiences and Social Tips06:21 Q&A: Fears, Love, and Future Plans09:09 Q&A: Fitness and Fun11:16 Q&A: Relationships and Intimacy24:49 Final Thoughts and FarewellYou can write to us at [email protected] follow us on: Instagram @deepwithJay

In this episode of Deep, host Jay sits down with Brian Kent, a celebrated DJ, music producer, and former nightclub owner, for a raw and revealing conversation about the darker side of gay nightlife. They reflect on their decade-long friendship while diving into Kent's journey from sneaking into clubs as a teenager to becoming a central figure in San Francisco's nightlife scene. Kent opens up about the unspoken challenges of owning a gay nightclub, from navigating the relentless pressures of the industry to witnessing the impact of substance abuse, loneliness, and the quest for belonging in the clubbing world.The discussion sheds light on the complexities of party culture—how it can both liberate and consume—and the toll it takes on those who work to sustain it. Themes of self-validation, emotional burnout, and the sometimes fleeting nature of connection in nightlife emerge as Kent recounts his pursuit of creating immersive, unforgettable experiences while grappling with the personal sacrifices required. Together, they explore the evolution of the gay club scene, the need to confront its shadows, and the courage it takes to embrace reinvention amidst fear and uncertainty.00:00 Introduction to Deep with Jay00:39 Guest Introduction: Brian's Arrival00:45 The Beginnings of a Decade-Long Friendship03:39 Brian's Early Life and Nightlife Adventures06:08 Transition to New York and Music Career11:24 Owning a Nightclub and Moving to San Francisco15:01 Party Production and Creative Ventures20:41 Reflecting on Party Experiences20:48 Unexpected Party Dynamics23:19 Dealing with Emergencies at Events25:23 The Evolution of Party Culture31:15 Challenges in the Gay Community34:56 Personal Validation and Authenticity37:31 The Deep End: Unfiltered Thoughts42:36 Conclusion and Upcoming ProjectsYou can write to us at [email protected] follow us on: Instagram @DeepwithJayFacebook LinkedInFollow Brian at:BrianKentMusic.comBrianKentProductions.com@BrianKentOffical

In this very personal episode of Deep, I reflect on my recent struggles with grief, recounting the significant losses of close family members over the past decade. I also discuss how grief has impacted his routine and mental health, and the importance of therapy and processing emotions. But most importantly, I dive deep into the complexities of gay relationships, sharing my experiences with monogamy, open relationships, and the evolution of relationships post-breakup. I answer questions from listeners and well as openly share my thoughts on maintaining individuality in relationships, the role of vulnerability, and tips for keeping the spark alive in long-distance relationships. Also, super fun-  for The DEEP End this week, I go all in on ‘Dad Bods’ - you’re gonna love that!!!00:00 Introduction and Welcome01:27 Life Updates and Personal Struggles03:53 Processing Grief and Therapy05:43 Fitness Journey and Self-Worth08:00 Tackling Gay Relationships15:32 Navigating Open Relationships21:19 Lessons from Past Relationships25:30 Q&A: Relationship Advice37:39 Embracing Dad Bods39:24 Closing RemarksFollow me at:@deepwithjay Write to us at: [email protected]

In this super sexy and wild episode of DEEP, Jay heats things up with legendary LA party host Rob Aquino for a sizzling deep dive into the world of cruising. From mastering the subtle art of public flirting to embracing the thrill of hooking up, this episode is packed with juicy insights.Rob and Jay also tackle how to gracefully handle awkward moments, celebrate the importance of casual sex, and delve into the lost art of generational cruising wisdom. Whether you’re curious, experienced, or just love a steamy, no-holds-barred conversation, this is the episode for you.Tune in now to uncover the secrets of cruising and get inspired to turn up your flirt game!00:00 Welcome to the Best Gay Podcast00:30 Introducing Rob Aquino01:20 LA Party Scene and Loose04:06 The Magic of Pop Music at Parties07:31 Cruising Etiquette and Subtlety10:19 Public Cruising Stories17:45 Navigating Public Spaces and Cock Blocks19:55 Setting Boundaries in Cruising20:23 Generational Gaps in Cruising Etiquette22:32 Navigating Public Spaces for Cruising24:35 Addressing Critics of Cruising27:13 Hypothetical Scenarios33:19 Rapid Fire Questions34:53 The Deep End: Final ThoughtsFollow me at:@deepwithjay Write to us at: [email protected] can find out more about Rob Aquino and his legendary parties at:@robaquino @looselosangeles 

In this episode of DEEP, host Jay dives headfirst into the complexities of masculinity and the power of embracing one’s true self beyond societal gender norms. He shares personal stories about growing up in the South, exploring his masculine and feminine sides, and how life-changing moments in theater helped shape his identity.✨ What’s in this episode?Personal insights from Jay on navigating masculinityTips on embracing authenticity and breaking free from gender stereotypesListener Q&A on gender expression, relationship communication, and finding comfort in one’s true selfPlus, a deep dive into Jay’s latest obsession: La Boo Boos💡 Key takeaway: Surround yourself with supportive communities and never shy away from communicating your needs and identity.⏱️ Episode Breakdown: 00:00 - Introduction & Welcome 01:15 - Personal Updates 05:28 - Navigating Masculinity: Jay’s Journey 17:20 - Q&A: Embracing Authenticity 29:00 - The Deep End: La Boo Boos Obsession 31:00 - Closing Remarks👉 Tune in now to explore authenticity, gender expression, and so much more!

Welcome to the very first episode of the DEEP podcast, where host Jay sets the stage for what’s to come—an exciting exploration of gay men’s lifestyle, covering everything from fitness and relationships to mental health and sex.Jay gets personal, sharing his journey, what inspired him to launch DEEP, and why authenticity and vulnerability are at the heart of every episode. Listeners can look forward to engaging conversations, guest appearances, and audience Q&A moments designed to connect on a deeper level.This is more than your average podcast—it’s a safe space for connection, growth, and unapologetic honesty.⏱️ Episode Breakdown: 00:00 - Introduction to the DEEP Podcast 00:47 - The Journey to Starting a Podcast 03:42 - Embracing Authenticity and Vulnerability 09:33 - Podcast Structure and Future Plans 12:59 - Deep End Segment: First Date Experience 15:31 - Closing Remarks & Call to Action👉 Don’t miss out! Subscribe, rate, and leave your feedback to help shape future episodes. Let’s dive DEEP together!