

Gay Men Going Deeper
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 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.
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.
Episodes
Mentioned books

Sep 2, 2021 • 1h 1min
Coming Out Later in Life
About Today’s Show
Not all of us had the luxury of being able to come out at a young age and enjoyed the benefits of long fought for rights. There are many men around the world who still have to live in the closet due to fear of safety and many other reasons.
Today Calan Breckon hosts an open discussion with 3 amazing men who all came out later in life. Each one of them has a unique experience to offer through their own coming-out story. You can come out at 40, 50, 60, at any age really, and still have an amazing and fulfilling life living authentically true to who you are.
Thank you, Ron, DJ and Phil for sharing your stories of finding light at the end of the tunnel. If you think it’s too late for you, think again! It’s never too late <3
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Aug 26, 2021 • 53min
People Pleasing
About Today’s Show
What is ‘people pleasing’ and how is it different from simply wanting to be nice to others? In this episode, we’re diving into this very common pattern that tends to have a unique flavour for gay men. We’ll answer questions such as:
– how has people pleasing impacted your life?
– why do gay men start people pleasing in the first place?
– how can you start to overcome people pleasing?
Psychology Today Reference
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Aug 19, 2021 • 1h 4min
Non-Monogamous Relationships
About Today’s Show
There is a cultural shift occurring where more people are questioning whether traditional monogamy is right for them.
In this episode, Michael has a candid and informative conversation with professional life & sex coach, Craig Cassey about alternative relationship structures.
From monogamy to polyamory and everything in between, this illuminating episode answers questions such as
What are different relationship structures and what do they look like?
How do you know what’s right for you?
How do you find people who want what you want?
How do you communicate this sensitive topic with your partner or potential partners?
Craig Cassey is a professional life, executive, and sex coach. You can find Craig at www.craigcassey.com or on Instagram @craigcasseyjr
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Aug 12, 2021 • 55min
Finding Your Inner Circle
CLICK HERE FOR THE LIVE INFO SESSION DETAILS!
About Today’s Show
Your inner circle are the people who you can count on to ride life's highs and support you through the lows. They can help us foster greater trust, intimacy, and vulnerability. On today's episode, we're sharing who is in our inner circle, why they are important, and what you can do to find and connect with these people in your own life.
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Aug 5, 2021 • 1h 3min
Sexual Consent with Court Vox
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About Today’s Show
In this episode, Matt speaks with Sex and Intimacy Consultant Court Vox about sexual consent. The term “consent” is becoming a lot more common in the gay community as men learn to honour and value their need for safety within their sexual and intimate relationships. Come spend an hour with Matt and Court as they unpack the following questions:
-What is consent?
-Implied consent vs actual consent?
-Why do many gay men struggle with consent?
-How does the hyper-sexualized culture of the gay community impact consent?
-How are gay men influenced by the heteronormative culture around consent?
-How do drugs and alcohol influence consent?
-How to properly ask for and give consent?
-How to create a culture of consent in the gay community?
Court Vox is a Sex and Intimacy Consultant, Surrogate Partner Intern, and Sacred Intimate. He is a member of the World Association of Sex Coaches, and the Founder of The Body Vox. He is a guide for a vast spectrum of individuals and those in relationship/s seeking more in their erotic and intimate lives. When it comes to human connection and sexuality, some are beginning their journey while others have been pursuing erotic education and experiences for years. Court works gently with first-timers, as well as offers uncommon experiences to some of the world's most well-known sex educators who seek him out when they are wanting a professional to work with. Court has become known for offering private, highly customized, exclusive experiences and travels extensively hosting and teaching workshops for all bodies, genders, and orientations. Court is also part of an elite team of sex educators that create the celebrated program for women, Back to the Body, which runs retreats all across the globe.
Instagram: @courtvox
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Jul 29, 2021 • 53min
Inside Out
About Today’s Show
We tend to rely on external things in our lives to make us feel good, but the truth is that our power is actually within us at all times. In this episode, we're going deep within to understand how things like internal conditioning and beliefs impact our experience of the world around us. We'll also speak about the difference between external validation vs. intrinsic self-worth and how to find greater alignment with your true self.
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Jul 22, 2021 • 50min
Exploring the Feminine with Chris Oh!
About Today’s Show
Life likes to box us in a lot of the time. If you don’t fit into a nice and tidy box with a bow on the top then how are people suppose to judge you accordingly? Androgyny, Boylesque, drag queens, non-binary, it can all be a grey zone at times.
In today’s episode, Calan and special guest Christopher Olwage a.k.a. “Chris Oh!” have a dynamic conversation about exploring the feminine as well as all aspects of ourselves through self-expression. The former Mr. Gay World 2013 has an open and honest conversation about his journey to becoming one of the most sought-after Burlesque performers in the world. From his childhood obesity and suicide attempts to learning to love himself and embracing his gender-bending ways, Chris shares his journey with love, laughter and hope to inspire others to break out of their metaphorical boxes.
Chris on Instagram
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Jul 15, 2021 • 1h 27min
Internalized Racism
About Today’s Show
Welcome to a special takeover episode of GMGD, with special guests Reno, Starron, Mike, and Andre. Today’s episode is a deep, potentially heavy, important, introductory, and ongoing conversation around the topic of internalized racism. We are not experts in the topic, nor do we represent the perspectives of all BIPOC people. In this episode, we speak on our own personal experiences with internalized racism, while briefly touching on some of the definitions, and sharing how we’re working to create solutions to this problem.
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Jul 8, 2021 • 57min
Loneliness & Belonging
About Today’s Show
Going through life as a gay man can be alienating. In fact, some say that loneliness is the new gay epidemic. Despite widespread progress in legal and social acceptance of homosexuality, studies show that gay men are disproportionately affected by loneliness.
In today’s episode, Michael and special guest Phil McAuliffe a.k.a. “The Loneliness Guy” have a candid discussion about normalizing loneliness and how we can seek a greater sense of belonging.
Connect with Phil
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Jul 1, 2021 • 49min
Internalized Homophobia
About Today’s Show
What is internalized homophobia? How does it show up in your life? What can you do to address it?
In this episode, we’re going deeper within as we unpack internalized homophobia. We’ll share our own experiences as well as some tips that will inspire you to look within to heal the aspects of yourself that may be harbouring these negative beliefs.
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