Gay Men Going Deeper

Gay Men Going Deeper

Michael DiIorio & Matt Landsiedel | Gay Men’s Brotherhood

Episodes 289
Avg. Duration 55m
Activity Active
Apple Rating 4.5 (382)
Since Jul 2020
Latest Episode May 2026

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Open to Sponsors Features Guests

Publishing Details

Schedule
Weekly
Format
Episodic
Consistency
76%
Hosting
feeds.castos.com

Contact & Outreach

About This Podcast

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.

Podcasting 2.0 Features

chapters funding

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Recent Episodes

“I Don’t Need Anyone”: Why Gay Men Struggle to Let Someone In

May 28, 2026 36m

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…

Gay–Straight Bromance: Why We’re Drawn to Each Other

May 14, 2026 43m

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…

How To Deal With Haters (Without Getting Defensive)

Apr 30, 2026 31m

We’ve all dealt with them. And maybe we’ve probably been one too… In this episode, we unpack what’s really going on beneath hate. Not just online trolls or obvious critics, but the subtle ways…

Busy, Stimulated, and Disconnected: Gay Men & Escapism

Apr 16, 2026 31m

What if the things you turn to for fun, pleasure, and productivity are also the ways you avoid your life? In this episode, we explore escapism through a grounded, real-world lens. Not necessarily as…

Let’s Play! When Did Life Stop Being Fun?

Apr 02, 2026 53m

At what point did life stop being fun? As kids, play came naturally. We were curious, spontaneous, and fully present. But for many adults, especially gay men who grew up navigating shame and…

Masc for Masc: Preference or Internalized Homophobia?

Mar 26, 2026 51m

When a gay man says he’s attracted to masculine men, is that simply preference… or could internalized homophobia be part of the story? In this episode, we unpack one of the most volatile…

Flakey Gays: Why is Follow-Through So Hard?

Mar 19, 2026 31m

The guy who constantly cancels plans, keeps things vague, or disappears when something better comes along — that’s flakiness: a pattern of not following through. In a culture of endless options…

Is Being Gay Your Entire Identity? (The Hidden Cost of Over-Identification)

Mar 12, 2026 25m

What does it actually mean to identify as gay? For many of us, claiming the word “gay” was liberating. It gave us language, belonging, community, and pride. It helped us make sense of our…

Is Romance Dead in Gay Culture?

Mar 05, 2026 51m

In a world of swipes, situationships, and high-intensity connections, romance can start to feel obsolete — replaced by sexual energy, emotional guardedness, or the safety of detachment. And yet…

Sexual Authenticity: Owning Your Desires

Feb 26, 2026 24m

Being sexually open isn’t the same as being sexually honest. In a culture that celebrates sex, many gay men still struggle to feel aligned with what they truly want, without shame or pressure. In…

The Body Count Dilemma: Why Gay Men Can’t Win

Feb 19, 2026 24m

In gay culture, “body count” refers to how many people you’ve slept with. And whether it’s high or low, it often feels like a no-win situation. Have a low body count and you risk being seen as…

Why So Many “Confident” Guys Are Secretly Insecure

Feb 12, 2026 48m

Gay culture rewards visibility, desirability, and dominance, so a lot of what looks like confidence is actually performance under pressure. In this episode, we unpack the myths of self-confidence gay…

The Slow Build in Romantic Relationships

Feb 05, 2026 31m

Everyone says they want a “slow build” in dating… right up until chemistry hits and judgement leaves the building. In this off-the-cuff episode, we talk about why moving fast feels so…

Why Gay Men Are Talking About Heated Rivalry

Jan 29, 2026 22m

Gay Men Going Deeper has never done an episode about a TV show before. There’s a reason we did this one. Heated Rivalry isn’t just popular. It landed at a very specific cultural moment for gay men,…

Will I Be Single Forever?

Jan 22, 2026 49m

It’s a question many gay men quietly carry… especially after heartbreak, disappointment, or years of trying. In this episode of Gay Men Going Deeper, we put on our coach hats and unpack why this…

How to Build Unshakeable Confidence

Jan 15, 2026 53m

This episode of Gay Men Going Deeper is less of a casual conversation and more of a confidence masterclass. One you’ll likely want to come back to again and again. We break down what real,…

Standards vs. Boundaries in Dating

Jan 08, 2026 28m

In this episode, we’re breaking down one of the biggest dating myths gay men love to repeat: “My standards are too high.” But sometimes the problem isn’t what you want, it’s what you allow. We get…

Single and Ready to Mingle

Jan 01, 2026 51m

In this episode, Michael and Matt get personal about what we love about being single, how we knew we were ready to start dating again, and what we want to experience differently this time around. We…

When Attraction Fades

Dec 25, 2025 24m

Why does attraction fade… and what can we do about it?  In this episode we get real about attraction in long-term relationships. The spark doesn’t always burn forever, and losing sexual interest…

What’s Really Sexy (and Nobody Talks About It)

Dec 18, 2025 40m

After unpacking our culture’s obsession with “perfect” bodies, this week we’re flipping the script. In this episode, we’re celebrating what’s actually hot: the things that don’t get enough love in…

Frequently Asked Questions

How many episodes does Gay Men Going Deeper have?

Gay Men Going Deeper has published 289 episodes since July 2020, covering topics in Education, Health & Fitness.

Is Gay Men Going Deeper still active?

Gay Men Going Deeper is currently active with new episodes weekly. Average episode length is 55m.

How do I contact Gay Men Going Deeper for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for Gay Men Going Deeper, including email and social media links.

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