Gay Men Going Deeper

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

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 i... more

4.5

368368 ratings

FAQs about Gay Men Going Deeper:

How many episodes does Gay Men Going Deeper have?

The podcast currently has 311 episodes available.

Best of Gay Men Going Deeper

The most played episodes among Podcast App listeners.

Number 1: Why Gay Men Struggle with Intimacy
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 gay men hiding behind performance. We also get personal about our own struggles with being seen, how this shows up in dating. This episode is about the fear beneath the fantasy: the part of us that wants closeness, but panics when closeness asks us to be honest, visible, and emotionally available. We talk about: Why intimacy can feel unsafe even when we crave it The fear of being fully seen, known, and rejected Why fantasy feels easier than real connection How to feel safer, more grounded, and more open to intimacy A deep, honest conversation for gay men who want connection, but sometimes find themselves pulling away when it starts to get real. Link: Matt’s Secure Attachment Handbook Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTube Join the Gay Men's Brotherhood Facebook community Get on our email list to get access to our monthly Zoom calls Follow us on Instagram | TikTok Learn more about our community at GayMenGoingDeeper.com - LEARN WITH US - Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others. Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame. Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series. Take the Attachment Style Quiz to determine your attachment style and get a free report.
August 20, 202629min
Number 2: Gay–Straight Bromance: Why We’re Drawn to Each Other
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 male bonding and emotional intimacy to validation, and the freedom to drop the “rules” of being a man, these friendships often offer something both sides aren’t getting elsewhere. We unpack: Why gay men are drawn to straight men… and what they represent Why straight men feel safe, open, and even curious around gay men How masculinity is shifting in 2026… and where these friendships fit What each side gives the other and how we balance each other out This isn’t about hookups or labels. It’s about what men are craving, and what that reveals about modern masculinity. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men Reno Johnston Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTube Join the Gay Men's Brotherhood Facebook community Get on our email list to get access to our monthly Zoom calls Follow us on Instagram | TikTok Learn more about our community at GayMenGoingDeeper.com - LEARN WITH US - Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others. Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame. Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series. Take the Attachment Style Quiz to determine your attachment style and get a free report.
May 14, 202644min
Number 3: Why Bad Boys Feel So Good
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 “bad boys” and why it can feel so intense, compelling, and hard to walk away from. We talk about: What exactly is it about “bad boys” that makes them so attractive What we’re really responding to beneath the surface Why intensity can feel like chemistry, but isn’t always compatibility What “bad boys” do well that “nice guys” can learn from How to take those traits into your own dating life—without the chaos If you’ve ever found yourself drawn to someone who felt exciting but hard to reach, this episode will help you understand why—and what to do differently. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men Reno Johnston Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTube Join the Gay Men's Brotherhood Facebook community Get on our email list to get access to our monthly Zoom calls Follow us on Instagram | TikTok Learn more about our community at GayMenGoingDeeper.com - LEARN WITH US - Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others. Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame. Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series. Take the Attachment Style Quiz to determine your attachment style and get a free report.
September 03, 202633min
Number 4: “I Don’t Need Anyone”: Why Gay Men Struggle to Let Someone In
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 threatening. In this episode, we explore the spectrum between dependence, co-dependence, independence, hyper-independence, and interdependence—and why so many gay men get stuck at the far end of doing life alone. We talk about: What hyper-independence actually is (and why it’s so common) The fear of losing yourself, your freedom, or your identity Why intimacy feels harder than being alone How this shows up in dating, relationships, and asking for support What it looks like to move toward interdependence (secure attachment) This isn’t about becoming dependent. It’s about learning how to find a happy middle ground where you can let someone in without losing yourself or pulling further away. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTube Join the Gay Men's Brotherhood Facebook community Get on our email list to get access to our monthly Zoom calls Follow us on Instagram | TikTok Learn more about our community at GayMenGoingDeeper.com - LEARN WITH US - Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others. Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame. Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series. Take the Attachment Style Quiz to determine your attachment style and get a free report.
May 28, 202637min
Number 5: Gay–Straight Bromance: Why We’re Drawn to Each Other
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 male bonding and emotional intimacy to validation, and the freedom to drop the “rules” of being a man, these friendships often offer something both sides aren’t getting elsewhere. We unpack: Why gay men are drawn to straight men… and what they represent Why straight men feel safe, open, and even curious around gay men How masculinity is shifting in 2026… and where these friendships fit What each side gives the other and how we balance each other out This isn’t about hookups or labels. It’s about what men are craving, and what that reveals about modern masculinity. Today's Hosts: Matt Landsiedel Michael DiIorio - Take the 360° Self-Review for Gay Men Reno Johnston Support the Show - viewer and listener support helps us to continue making episodes - CONNECT WITH US - Watch podcast episodes on YouTube Join the Gay Men's Brotherhood Facebook community Get on our email list to get access to our monthly Zoom calls Follow us on Instagram | TikTok Learn more about our community at GayMenGoingDeeper.com - LEARN WITH US - Building Better Relationships online course: Learn how to nurture more meaningful and authentic connections with yourself and others. Healing Your Shame online course: Begin the journey toward greater confidence and self-worth by learning how to recognize and deal with toxic shame. Gay Men Going Deeper Coaching Collection: Lifetime access to BOTH courses + 45 coaching videos and 2 workshop series. Take the Attachment Style Quiz to determine your attachment style and get a free report.
May 14, 202644min