Society & Culture

Gay Men Going Deeper

by Michael DiIorio & Matt Landsiedel | Gay Men’s Brotherhood

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Latest episodes

The Gay Man’s Healing Journey: What Is The Inner Work And How Do We Actually Do It

October 15, 2026 · 40 min

Growing up gay shapes you. Even if you had a relatively good experience, many of us learned to hide parts of ourselves, seek approval, stay guarded, or adapt in order to feel safe, accepted, or lovable. Over time, those survival strategies…
Growing Up Different: The Impact on Belonging

October 1, 2026 · 55 min

Growing up different can leave a lasting impact on how we see ourselves, our relationships, and our sense of belonging. Even years later, many gay men still carry the feeling of being on the outside looking in—surrounded by people, yet not…
When To Get Off the Apps (And When to Go Back On)

September 17, 2026 · 35 min

Apps are a huge part of modern gay life. We delete them, reinstall them, swear them off, go back on, and keep trying to figure out whether they’re helping us connect or quietly getting in the way. In this episode, we’re talking about app…
Why Bad Boys Feel So Good

September 3, 2026 · 33 min

Why do the guys who are a little distant, a little edgy, and a little hard to get feel so magnetic? Is it actually attraction…or is a deeper pattern being activated? In this episode, we unpack what’s going on underneath the pull toward…
Why Gay Men Struggle with Intimacy

August 20, 2026 · 29 min

Intimacy sounds like something we all want, but being truly seen can feel terrifying. In this episode, we talk about why fantasy often feels safer than reality, why vulnerability can feel exposing, and how the fear of rejection keeps many…

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From Validation-Seeking to Self-Trust

August 6, 2026 · 49 min

Seeking validation isn’t just about chasing likes. It’s the part of us that needs approval, wants to belong, and feel accepted. But does it come at a cost? In this episode, we unpack the subtle ways validation-seeking still shows up in…
When Feeling Bad Is Good For You

July 23, 2026 · 36 min

Feeling bad is not a flaw in the human experience. It’s an essential life skill for anyone who wants a life of love, growth, satisfaction, and intimacy— all of it requires the capacity to feel discomfort without running from it. In this…
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July 9, 2026 · 49 min

A lot of gay men pride themselves on being “nice”— easygoing, agreeable, low-drama. But what if that’s exactly why you’re not getting what you want? In this episode, we break down the difference between being kind and being “nice,” and…
How to Elevate Your Hookups

June 25, 2026 · 32 min

Hookups get a bad rap as shallow, transactional, or disconnected. But what if they could actually become a space for growth, awareness, and real connection? In this episode, we’re advocating for shift from default, unconscious hookups to…
The Daddy Issue: Our Relationships With Our Dads

June 11, 2026 · 52 min

For many gay men, our relationship with our dad is one of the most defining- and least talked about. In this episode, we explore the nuances of our relationships with our fathers through three core questions: How did your dad react when…
“I Don’t Need Anyone”: Why Gay Men Struggle to Let Someone In

May 28, 2026 · 36 min

A lot of gay men take pride in being independent, self-sufficient and in control. But is there a shadow side? When the time comes to let someone in, ask for support, or even rely on others—it feels uncomfortable, exposing, even…
Gay–Straight Bromance: Why We’re Drawn to Each Other

May 14, 2026 · 44 min

There’s something unique about friendships between gay and straight men. They often feel easy, natural, and unexpectedly intimate. In this episode, we explore the unique reasons why gay and straight men are drawn towards each other. From…

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About the show

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.