Gay Men Going Deeper

Gay Men Going Deeper

Gay Men Going Deeper is a weekly podcast that showcases raw and real conversations about personal development, mental health, and sexuality - from an unapologetically gay perspective. Hosted by Matt Landsiedel and Michael DiIorio, and featuring a wide range of special guests, you can expect to be inspired, entertained, and even a little triggered from time to time. This provocative podcast is for anyone who craves deeper conversations on topics ranging from spirituality to sexuality - and everything in between. Visit us at www.GayMenGoingDeeper.com Support the show: https://www.paypal.com/donate/?hosted_button_id=LT55M79CMH5FN

Episodes

August 28, 2025 56 mins

Most of us want to be seen, heard, and understood, but the fear of judgment can stop us from doing so. Whether it’s being more social, speaking your feelings, or sharing creative work, putting yourself out there can feel risky, especially when we’ve been conditioned to play it safe due to past hurt or rejection. 

In this episode, we’re sharing: 👉 Our personal journeys from shy and self-conscious to being more visible 👉 Th...

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We all know self-love is important, but what happens when it goes too far in the wrong direction?

In this episode, Michael DiIorio is joined by therapist Michael Pezzullo for an honest conversation about the shadow side of self-love. Together, they explore:

  • The difference between self-comforting and self-coddling
  • How emotional sensitivity can become emotional fragility
  • Why self-bulldozing is j...
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August 14, 2025 49 mins

Some of us didn’t choose to become lone wolves—we were shaped into them. Many gay men have learned to rely only on themselves, and while that self-sufficiency can feel empowering, it often comes at the cost of connection and intimacy.

In this personal and vulnerable episode, Michael and Matt open up about their own lone wolf energy—where it comes from, how it’s served them, and the moments when it became more isolating than empo...

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In this episode, Matt speaks with queer relationship coach Lonay Halloum about why we attract unavailable men. This episode will provide you with a deeper understanding of your relationship patterns and why you might be attracting unavailable men. This episode was inspired by a deep desire to help you heal the subconscious programs that lead to self-abandonment so you can end this exhausting cycle and finally attract available men....

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July 31, 2025 60 mins

Why do so many gay men struggle with deep fears of rejection—whether in dating, friendships, or even at work? In this episode, we’re unpacking rejection sensitivity: where it comes from, how it shows up in everyday life, and why it can feel so intense for us.

Some of the topics we cover:

  • The early roots of rejection sensitivity (hint: it starts young)
  • How social norms, internalized homophobia, an...
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How would you, your life, and your experience be if you were free from uncertainty, instability, and insecurity?

While it can’t be promised you won’t have to experience these again, in this special solo episode, Reno shares personal experiences, perspectives, anecdotes, and practices to help you relate to them in ways that do create more freedom, creativity, resourcefulness, resilience, discernment, enthusiasm and lightness in ...

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July 17, 2025 53 mins

We may be adults, but a lot of us are still living in emotional childhood—blaming others for how we feel and how we act. When you give other people control over your emotions, you give away your power.

In this episode, we're breaking down what it means to take responsibility for your emotions and why it is fundamental if you want true freedom, stronger relationships, and genuine self-confidence. We’ll share personal stories of w...

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July 10, 2025 65 mins

In this episode, Matt speaks with author and love advocate, Scott Stabile. Together, they break down the psycho-spiritual aspects of the inner critic and how to best work with it from a place of love. If you are someone who is hard on yourself and has a tough time finding self-love and self-compassion, this episode will help you develop greater awareness of your inner critic, where self-judgment originates, and how you can start pr...

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July 3, 2025 60 mins

What happens when we avoid feeling our emotions? In this episode, we explore the importance of emotional awareness: tuning in instead of checking out. We share what happens when we suppress our feelings, and how to navigate the tough ones with compassion and care.

We also explore:

  • The link between emotional avoidance and things like addiction, depression, and burnout
  • What blocks us from feeling o...
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June 26, 2025 46 mins

It’s Pride Month, and with everything going on in the world right now, it feels especially important to pause and reflect.

In this special panel discussion episode, Reno Johnston is joined by three incredible guests—Mark Fleming, Keone Wales, and Jordan Layne—for a candid panel discussion on the meaning of Pride: where it began, how it’s evolved, and what it means to each of us today. Together, they explore questions like:

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June 19, 2025 49 mins

In 2025, LGBTQ rights are facing renewed challenges- from the rise of far-right populism to legislative rollbacks and the rise of hate sweeping across the globe. But how serious is the threat? And if the fight is back on… are we ready?

This week, Michael is joined by author and longtime activist, Tim McCaskell, who’s been on the front lines of LGBTQ+ resistance for over five decades. From the bathhouse raids to the fight for AID...

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    June 12, 2025 49 mins

    In today’s episode, we’re diving into a question many in our community have been quietly (or loudly) asking: Has Pride lost its meaning?

    In this wide-ranging conversation, we reflect on how Pride has evolved from its radical roots in activism to its present-day celebratory scene shaped by media, politics, and corporate sponsorships. We talk about what’s been gained, what’s been lost, and what still needs to be reclaimed.

    Some...

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    June 5, 2025 73 mins

    In this episode, Matt speaks with a panel of demisexual gay men about their experiences dating as demisexuals. What we want you to get out of this episode is greater awareness of yourself if you are demisexual, and to know you are not alone. We want to share our own experiences in the hope that you can learn ways to thrive as a demisexual.  If you are not demisexual, this episode will offer you a greater understanding of demis...

  • May 29, 2025 53 mins

    For many gay men, friendship is complicated, performative, and sometimes downright painful. We crave genuine connection but end up navigating cliques, comparison, and quiet loneliness. 

    In this episode, Michael and Pepper are doing an exposé on gay friendships to unpack what’s really going on beneath the surface and why so many gay friendships fall short of the depth and safety we actually want.

    We’re breaking it down in...

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    May 22, 2025 53 mins

    How do the unmet needs of our childhood shape who we are today? And more importantly, how do we learn to meet those needs for ourselves as adults?

    In this deeply personal and eye-opening episode of Gay Men Going Deeper, we explore the re-parenting process—a therapeutic model that helps us heal old wounds, develop self-compassion, and rewrite the internal narratives we inherited from childhood.

    We’ll be getting personal as we ...

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    In this episode, Matt speaks with therapist and author, Tom Bruett, about how to avoid losing yourself in your relationships. By balancing connection and autonomy in our relationships, we can foster more secure relationships that allow us to maintain our sense of self while allowing our partner to do the same. 

    If you easily lose yourself in your relationships or you’re having a hard time establishing intimacy, this episode...

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    May 8, 2025 44 mins

    From Madonna to Mariah, Beyoncé to Barbra— throughout the generations, gay men have been obsessed with divas. But why?

    In this episode of Gay Men Going Deeper, we’re diving into the deep connection between gay men and our beloved divas, exploring:

    • Who are the divas and what do they have in common?
    • Why divas resonate so deeply with gay men 
    • How these women inspire us 
    • The diva anth...
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    May 1, 2025 46 mins

    The women in our lives have influenced us in ways we don’t always recognize, but when we take a step back, their impact is undeniable.

    In this heartfelt episode, we’re celebrating the uniquely beautiful relationships gay men have with women—from mothers and grandmothers to besties, sisters, and beyond. We’re showing love to all the women who have supported us, shaped us, and often modeled the traits that helped us become who we ...

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    Do you find yourself putting other people’s needs ahead of your own? Struggle to set boundaries? Feel responsible for keeping the peace even when it costs you your authenticity?

    In this episode, gay therapist Michael Pezzullo joins Michael to go deeper into the roots of people pleasing—especially why so many gay men fall into this pattern. We’ll explore how people pleasing shows up in everyday life, why it’s so hard to stop, and...

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    April 17, 2025 44 mins

    Many gay men struggle with saying no, setting boundaries, or engaging in difficult conversations due to deep-seated people-pleasing tendencies and fear of conflict. But staying silent often leads to resentment, burnout, or feeling disconnected from your true self.

    As recovering people-pleasers themselves, Matt and Michael have plenty to share about their own journeys toward becoming more assertive in their boundaries.

    In this...

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