Michael DiIorio & Matt Landsiedel | Gay Men’s Brotherhood

Gay Men Going Deeper

Society EN ↓ 292 episodes

Gay Men Going Deeper is a podcast about gay relationships, identity, sexuality, and personal growth for gay men navigating modern life. Hosted by Matt Landsiedel and Michael DiIorio, the show dives into topics like dating, shame, masculinity, confidence, emotional intimacy, and the pressures of modern gay culture. Expect raw conversations, psychological insight, and the kind of honest discussions that challenge assumptions and invite deeper reflection about what it means to live authentically as a gay man.

Author

Michael DiIorio & Matt Landsiedel | Gay Men’s Brotherhood

Category

Society

Podcast website

www.gaymensbrotherhood.com

Latest episode

Jul 9, 2026

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Episodes

Dating as a Demisexual 05.06.2025

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...

Why Are Gay Friendships So Hard? 29.05.2025

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. W...

The Reparenting Process 22.05.2025

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...

How to Not Lose Yourself in Your Relationships 15.05.2025

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 establi...

Why Gay Men Love Divas 08.05.2025

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 anthems that have be...

The Women in Our Lives 01.05.2025

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 trai...

People Pleasing, Boundaries, and Fear of Conflict 24.04.2025

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 lif...

The Power of No 17.04.2025

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...

Eroticizing Shame - Turning Pain Into Pleasure 10.04.2025

In this episode, Matt speaks with Psychotherapist, Merle Yost , about how shame may influence sexual desire and arousal by eroticizing shame as a way of coping with it. Merle shares his story about being sexually molested by his father and the impact this had on his sexual development. Join us for this interesting topic that is often not talked about but deeply impacts many of us.  The concepts an...

Becoming a Strong Communicator 03.04.2025

Communication is at the heart of every relationship—whether it’s with friends, partners, colleagues, or even yourself. But what does it actually mean to be a strong communicator? In this episode, we’re diving into the key skills that make conversations more effective, engaging, and authentic. Join us as we discuss: What makes a strong communicator? The role of emotional intelligence in communicati...

DIY Sex Education for Gay Men 27.03.2025

They didn’t teach us about gay sex in school… so we had to teach ourselves. From porn to awkward trial-and-error hookups, most of us pieced together our own “education”—for better or worse. In this episode, Michael is joined by porn star turned sex educator, Patrick Marano , to talk about the sex ed we should have had, how we’ve had to create it for ourselves, and why stigma and censorship still k...

Level Up Your Dating Profile 20.03.2025

Is your dating profile truly showing the best version of you? In this episode of Gay Men Going Deeper , we're diving into the do's and don'ts of crafting a profile that is aligned with what you’re truly looking for. On the apps, your profile is the first impression that counts so whether you're looking for love, fun, or meaningful connections, it matters.  Some topics we’ll discuss: What it means...

Why Can’t I Stay Hard? Diving into the Psychology of Erectile Dysfunction 13.03.2025

In this episode, Matt speaks with men’s coach Shay Doran about the psychology and mindset of erectile dysfunction. Did you know that some research indicates that gay men experience a higher rate of erection problems compared to straight men? This episode unpacks the reasons gay men experience erection problems and how to overcome them. If you struggle with erection issues or performance anxiety an...

Addiction to Hook-up and Dating Apps 06.03.2025

Join us as we take a deep dive into the impact of dating apps on both our personal lives and the gay community at large. We get candid about how these apps have shaped our experience of dating and relating with other guys. From mindless swiping and ghosting to feeling used and disconnected, we explore the darker side of app culture while offering practical tips to create healthier, more positive e...

Empowered Bottoms 27.02.2025

Bottoming is more than just a position. It’s time to flip the script on the old, tired narrative that bottoms are the passive or submissive partners.  In this episode we’re celebrating all things bottom and introducing the concept of the Empowered Bottom —someone who owns their pleasure, sets boundaries, and takes charge of the experience, whether they’re submissive, bossy, or anywhere in between....

Is Monogamy Dead? 20.02.2025

In this episode, we take a deep dive into the dynamics of monogamy in gay relationships. From unpacking the myths and stigmas surrounding monogamy to exploring the concept of devotion and intimacy, we’re challenging assumptions and offer fresh perspectives. Some of the things we discuss: The benefits of monogamy and why some gay couples choose it. What it takes to make monogamy work, and why that...

Why Gay Men Struggle in Romantic Relationships 13.02.2025

In this episode, Matt speaks with therapist and author Tom Bruett about the struggles many gay men face with romantic relationships. Together they share decades of experience when it comes to understanding the relational challenges faced by gay men. From toxic shame to developmental trauma, they unpack what causes these challenges and how to start healing and empowering ourselves in our relationsh...

Friends with Intimacy 06.02.2025

What happens when friendship and intimacy collide? In this episode of Gay Men Going Deeper, we’re exploring the nuanced dynamics of friends with benefits (FWB) and friends with intimacy (FWI). But what happens when emotions sneak in, boundaries blur, or feelings start to change? We’ll discuss: Defining FWB vs. FWI: What they mean, how they’re different from dating or hookups, and what these relati...

Help! I Just Came Out 30.01.2025

The first year after coming out can feel like an emotional rollercoaster—exciting, scary, and full of questions. How do you navigate this transformative time while finding your community, and embracing your authentic self? In this episode, we’re talking about the unique challenges and opportunities that come with living out for the first time. We’ll discuss: What was your first year out like? What...

Healing the Trauma of Growing Up Gay 23.01.2025

In this episode, Matt speaks with world-renowned trauma treatment expert, Harvard-trained psychiatrist, and psychotherapist Dr. Frank Anderson.  Let’s be honest, trauma isn't the most glamorous topic to talk about, but it significantly impacts us as gay men, and our community is in desperate need of healing from the trauma of growing up gay that we each likely experienced. This episode is a raw an...

Living in the Closet 16.01.2025

Living in the closet is a unique experience that queer people must face. Yet each person’s journey is shaped by culture, family dynamics, and social pressures. For some, living in the closet is about safety and survival. For others, it’s the first step in a journey toward self-acceptance and authenticity. In this episode, we explore what it’s really like to live in the closet and the complex emoti...

Mom, I'm Gay 09.01.2025

Coming out to our families can be one of the most difficult experiences we navigate as queer folk. Sometimes it can be made even more difficult if the people we are opening up to are challenged by it, or don’t understand it. Other times, we may find ourselves in the company of people who do understand, or simply meet our openness with their own. Or, in this case, sometimes what we experience is a...

Changes in the Gay Men’s Brotherhood: What's coming in 2025? 02.01.2025

Big things are on the horizon for the Gay Men’s Brotherhood in 2025, and we can’t wait to share them with you! In this episode, we’re pulling back the curtain on our vision for the future— including new opportunities and exciting changes you can expect in the year ahead including: Opportunities for local meetup groups  New virtual events  In-person retreats Leadership opportunities  We’ll also tal...

Hookup Culture and Self-Discovery 26.12.2024

Whether you love it or hate it, hookup culture is a part of gay culture—and if you look a little closer, it just might be a powerful tool for self-discovery. In this episode, we’re diving into the real-life lessons our casual hookups taught us about confidence, boundaries, and self-love. We’re going beyond the benefits and drawbacks of hookup culture, and sharing how these experiences have shaped...

Penis Health Q & A 19.12.2024

On this week’s episode of Gay Men Going Deeper, Matt interviews the “dick doctor” Urologist Dr. Joshua Gonzalez. They candidly explore some of the most taboo topics related to the penis. From erectile dysfunction to circumcision, increasing your size to foreskin, we got you covered.  Topics we discuss in this episode: Circumcision  Foreskin  Erectile dysfunction  Premature ejaculation Masturbation...

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